Skip to site navigation Skip to main content Skip to footer content Skip to Site Search page Skip to People Search page

Alerts and Updates

2024 Year-End Tax Planning Guide

December 19, 2024

2024 Year-End Tax Planning Guide

December 19, 2024

Read below

Though the end of the year is quickly approaching, there is still time to take advantage of some of the opportunities afforded under the current tax law to reduce your 2024 tax liability.

Tax Accounting Group

Nearly 140 Planning Tips and Tax Strategies to Consider for 2024 and 2025

2024 is coming to an end after a year of headlines dominated by the presidential election and continuing conflict across the globe. Once again, however, the economy has been quietly strong. Inflation has continued to decline, the economy has added jobs and stocks are once again near all-time highs. The prognosticators planning for a “soft landing” and slowing growth in 2024 got an even softer landing than they expected, with the S&P 500 having a higher rate of growth for much of 2024 than in 2023. As we enter this holiday season, we hope that you, your family and your loved ones are safe and healthy and find joy in this time of celebration. 

Though the end of the year is quickly approaching, there is still time to take advantage of some of the opportunities afforded under the current tax law to reduce your 2024 tax liability. Our 2024 Year-End Tax Planning Guide highlights select and noteworthy tax provisions and potential planning opportunities to consider for this year and, in many cases, 2025.

With the presidential election now behind us, and Republicans with majorities in both the House and Senate, there will be significant tax policy discussions throughout 2025 as the GOP seeks to capitalize on their newfound majorities. We expect that Republican leadership will act quickly and push a budget reconciliation bill in the first quarter of 2025 aimed at extending expiring or expired provisions of the Tax Cuts and Jobs Act of 2017 (TCJA). This bill may also include some of the tax proposals made by President-elect Donald Trump during the campaign, though many expect that Congress will first focus on extending the TCJA and then try to address campaign promises in a second bill later in the year.

Some of the tax proposals from the presidential campaign that Republicans may seek to add to a tax bill include:

  • Extending the expiring TCJA provisions, paid for by economic growth or tariffs;
  • Eliminating (or increasing) the state and local tax deduction limitation;
  • Enacting a 15 percent tax rate for companies that manufacture products in the United States;
  • Expanding R&D credits for business;
  • Allowing 100 percent expensing on the purchase of business assets;
  • Creating family tax credits for caregivers who care for a parent or loved one;
  • Exempting tip, overtime and Social Security income from tax;
  • Making automobile loan interest deductible; and
  • Enacting tax relief for Americans living abroad.

This is a long wish list of tax cuts, so prioritizing certain provisions will be necessary to keep costs down. In addition, due to the slim majority in the House of Representatives, the Republicans cannot lose more than two votes, so they must maintain a tight coalition to get their objectives passed. This also hampers the chances that all of the president-elect’s campaign tax proposals will get passed, as each additional provision can increase the chances of losing a member’s vote.

With that noted, we do expect significant tax legislation in 2025. Without action, tax rates will increase and deductions as well as tax credits will decrease. Of course, with tax legislation, nothing is certain. We continue to carefully monitor and study changing tax legislation. As major tax developments and opportunities emerge, we are always available to discuss the impact on your personal or business situation. Additionally, please keep a watchful eye on our Alerts published throughout the year, which contain information on tax developments and are designed to keep you informed while offering tax-saving opportunities.

In this 2024 Year-End Tax Planning Guide prepared by the CPAs, attorneys and IRS-enrolled agents of the Tax Accounting Group of Duane Morris LLP, along with contributions from the trust and estate attorneys of our firm’s Private Client Services Practice Group, we walk you through the steps needed to assess your personal and business tax situation in light of both existing law and potential law changes, and identify actions needed before year-end and beyond to reduce your 2024 and future tax liabilities.

We hope you find this complimentary guide valuable and invite you to consult with us regarding any of the topics covered or your own unique situation. For additional information, please contact me, Michael A. Gillen, at 215.979.1635 or magillen@duanemorris.com, John I. Frederick, or the practitioner with whom you are regularly in contact.

Wishing you peace, joy, health and happiness this holiday season and beyond. 

 

Michael A. Gillen
Tax Accounting Group

About Duane Morris LLP

Duane Morris LLP, a law firm with more than 900 attorneys in offices across the United States and internationally, is asked by a broad array of clients to provide innovative solutions to today’s legal and business challenges. Evolving from a partnership of prominent lawyers in Philadelphia over a century ago, Duane Morris’ modern organization stretches from the U.S. to the U.K. and across Asia. Throughout this global expansion, Duane Morris has remained committed to preserving its collegial, collaborative culture that has attracted many talented attorneys. The firm’s leadership, and outside observers like the Harvard Business School, believe this culture is truly unique among large law firms and helps account for the firm continuing to prosper throughout changing economic and industry conditions. Most recently, Duane Morris has been recognized by BTI Consulting as both a client service leader and a highly recommended law firm. Additionally, multiple Duane Morris offices have received recognition as top workplaces for consecutive years.

At a Glance

  • Offices in 17 U.S. cities in 12 states and the District of Columbia
  • Offices in Asia and the United Kingdom, and liaisons in Latin America
  • More than 1,600 people
  • More than 900 lawyers
  • AM Law 100 since 2001

In addition to legal services, Duane Morris is a pioneer in establishing independent affiliates providing nonlegal services to complement and enhance the representation of our clients. The firm has independent affiliates employing more than 100 professionals engaged in other disciplines, such as the tax, accounting and litigation consulting services offered by the Tax Accounting Group.

About the Tax Accounting Group

The Tax Accounting Group (TAG) was the first ancillary practice of Duane Morris LLP and is one of the largest tax, accounting and litigation consulting groups affiliated with any law firm in the United States. Approaching our 45th anniversary in 2026, TAG has an active and diverse practice with over 60 service lines in more than 45 industries, serving as the entrusted advisor to clients in every U.S. state and 25 countries through our regional access, national presence and global reach. In addition, TAG continues to enjoy impressive growth year over year, in large part because of our clients’ continued expression of confidence and referrals. To learn more about our service lines and industries served, please refer to our Quick Reference Service Guide.

TAG’s certified public accountants, certified fraud examiners, attorneys, financial consultants and advisors provide a broad range of cost-effective tax compliance, planning and consulting services as well as accounting, financial and management advisory services to individuals, businesses, estates, trusts and nonprofit organizations. TAG also provides an array of litigation consulting services to lawyers and law firms representing clients in regulatory and transactional matters and throughout various stages of litigation. Our one-of-a-kind CPA and lawyer platform allows us to efficiently deliver one-stop flexibility, customization and specialization to meet each of the traditional, advanced and unique needs of our clients, all with the convenience of a single-source provider.

We serve clients of all types and sizes, from high-net-worth individuals to young and emerging professionals, corporate executives to entrepreneurs, multigenerational families to single and multifamily offices, mature businesses to startups, global professional service firms to local companies, and foundations and nonprofits to governmental entities. We assist clients with a wide range of services, from traditional tax compliance to those with complex and unique needs, conventional tax planning to advanced strategies, domestic to international tax matters for clients working abroad as well as foreign businesses and individuals working in the United States, traditional civil tax representation to those criminally charged, those in need of customary accounting, financial and management advisory services, to those requiring innovative consulting solutions and those in need of sophisticated assistance in regulatory and transactional matters and throughout various stages of litigation.

With our service mission to enthusiastically provide effective solutions that exceed client expectations, and the passion, objectivity and deep experience of our talented professionals, including our dedicated senior staff with an average of over 25 years working together as a team at TAG (with a few having more than 30 years on our platform), TAG is truly distinctive. Being “truly distinctive and positively effective” is not just our TAGline, it is our passion.

Whether you are a client new to TAG or are among the many who have been with us for nearly 45 years, it is our honor and privilege to serve you.

As we approach year-end, we are again fielding calls, outreaches and multiyear tax modeling requests from existing and new clients regarding year-end tax planning strategies available to individuals, businesses, estates, trusts and nonprofits.

Unlike recent years where we had a split Congress―and we expected no meaningful tax changes―one notable tax bill was considered by Congress in 2024: the Tax Relief for American Families and Workers Act of 2024 (TRAFWA), a bipartisan bill that included several individual and business tax breaks.

For individuals, TRAFWA would have enhanced the child tax credit and provided several disaster relief provisions. For businesses, the bill contained full and immediate expensing for R&D costs (instead of amortization over five years), restoring bonus depreciation to 100 percent for tax years 2023-25, and increasing the ability of businesses to claim the business interest expense deduction. While the bill was voted down in the Senate, it is likely that many provisions in the bill will be revisited in the coming legislation session in conjunction with the other tax priorities of the president-elect and Congress.

As previously noted, we are just a little over 12 months from the sunsetting of many provisions passed or modified under the TCJA. While the new Republican Congress will make extending these provisions a priority, many pieces of this legislation are scheduled to sunset at the end of 2025. These provisions include but are not limited to:

  • Lower marginal individual income tax rates;
  • Nearly doubled standard deductions;
  • Elimination of the personal exemption;
  • Child tax credit doubling to $2,000, with an increased income threshold;
  • State and local income tax deduction limitation of $10,000;
  • Reduction of mortgage interest deduction from $1 million of debt to $750,000;
  • Higher alternative minimum tax (AMT) exemptions and income thresholds, which dramatically decreased the impact of the individual AMT;
  • Qualified business income (QBI/199A) deduction of 20 percent;
  • Doubling of the estate and gift exclusion amount;
  • Deferring gains through qualified opportunity zones; and
  • Establishment of an employer credit for paid family and medical leave.

With so many tax provisions set to expire in such a short time, the next administration and Congress will have their hands full in negotiating the extension and modification of these and other provisions, along with tax policy promises made during the campaign. Please see our in-depth discussion of election results and priorities of the incoming Congress in the next section of this guide. While we do expect that new Congress will be able to extend many of the TCJA provisions, it remains possible that portions of the TCJA could simply expire because our politicians fail to reach agreement on how to extend or modify them. As a result, it is reasonable to at least plan for the possibility that certain tax provisions may generate higher taxes in the future (and starting as early as 2026). It’s never too early to think about the future.

While you can depend on TAG for cost-effective tax compliance, planning and consulting services—as well as critical advocacy and prompt action in connection with your long-term personal and business objectives—we are also available for any immediate or last-minute needs you may have or those that Congress may legislate that impact your personal or business tax situation.

With same or very similar tax rates expected for 2025, the tried-and-true strategy of deferring income and accelerating deductions may be beneficial in reducing tax obligations for most taxpayers in 2024. With minor exceptions, this month is the last chance to develop and implement your tax plan for 2024, but it is certainly not the last opportunity.

For example, if you expect to be in the same tax bracket in 2025 as 2024, deferring taxable income and accelerating deductible expenses can possibly achieve overall tax savings for both 2024 and 2025. However, by reversing this technique and accelerating 2024 taxable income and/or deferring deductions to plan for a possible higher 2025 tax rate, your two-year tax savings may be higher. This may be an effective strategy for you if, for example, you have charitable contribution carryovers to absorb, your marital status will change next year or your head of household or surviving spouse filing status ends this year. This analysis can be complex, and you should seek professional guidance before implementation. Examine our “Words of Caution” section below for additional thoughts in this regard.

This guide provides tax planning strategies for corporate executives, businesses, individuals―including high-income and high-wealth families―nonprofit entities and trusts. We hope that this guide will help you leverage the tax benefits available to you presently, reinforce the tax savings strategies you may already have in place, or develop a tax-efficient plan for 2024 and 2025.

To help you prepare for year-end, below is a quick reference guide of action steps, organized by several common individual scenarios, which can help you reach your tax-minimization goals as long as you act before the clock strikes midnight on New Year’s Eve. Not all of the action steps will apply in your particular situation, but you could likely benefit from many of them. You may want to consult with us to develop and tailor a customized plan with defined multiyear tax modeling to focus on the specific actions that you are considering. We will be pleased to help you analyze the options and decide on the strategies that are most effective for you, your family and your business.

With the presidential election behind us, we now have more clarity as to what to expect in terms of possible future tax reform legislation. As everyone is aware, Donald Trump has made history by becoming the first president in over 100 years to be elected to two nonconsecutive terms. Additionally, Republicans now have a 220-215 member majority in the House of Representatives and a 53-47 member majority in the Senate.

With Republican control of the House, Senate and White House, along with an imminent effective tax hike in the form of the expiring TCJA and a long list of campaign promises made during the year, there is significant political motivation to get a tax bill through Congress. However, it is a rigorous process to get a bill passed, with a bill often undergoing several major revisions before passage. This could result in a significant difference between what the president-elect pitched during his campaign, what the president initially proposed to Congress and the American people, and what actually makes it into the final legislation. Also, since the Republican majority in the Senate is narrow, with less than 60 seats, and it’s unlikely that any Democrat would vote for a tax bill the Republicans are sponsoring, the budget reconciliation procedure will likely need to be used which requires only a simple majority of at least 51 percent of the Senate. This avoids the filibuster, which could potentially stall the bill from passing indefinitely.

The budget reconciliation process does come with significant limitations, however. Bills passed under budget reconciliation cannot significantly increase the deficit beyond a 10-year window, which is why many of the provisions of the TCJA are set to expire after 2025. However, some items in the TCJA, such as the reduction in the corporate tax rate, are permanent. The drafters of the TCJA argued that the economic stimulation that these tax cuts would increase the tax base through growth, which would more than make up for the immediate lost revenue from the rate cut. As a result, these permanent items were deemed to be revenue-neutral after the 10-year window by the Congressional Budget Office, which “scores” bills by calculating their impact on federal revenue and expenses.

Most of the provisions of the TCJA pertaining to individual income taxes are set to expire after December 31, 2025. This includes the qualified business income deduction, reduced tax brackets, increase of the standard deductions, the state and local tax (SALT) deduction limitation, suspension of personal exemptions, doubling of the estate tax exclusion, and doubling of the child tax credit, among others. With the exception of the SALT deduction limitation (which he proposed to eliminate), President-elect Trump has expressed quite often his desires to extend the provisions of the TCJA that are set to expire.

The following provisions are among the most impactful TCJA provisions set to expire at the end of 2025:

Key TCJA Provisions Scheduled to Sunset in 2025

Topic

Current Law

2026 Law with no Action

TAG Comments

Marginal tax rates (married filing jointly shown)

10% at $0

10% at $0

If the TCJA is allowed to expire in full, the tax rate impact would be immediate. Seven tax rates would still be in place, but five out of seven of those tax rates would be higher. Additionally, the TCJA modified tax brackets so the top rates did not begin to apply until higher income thresholds were crossed. All 2026 numbers are estimates based on inflation.

12% at $24,500

15% at $24,400

22% at $99,550

25% at $99,200

24% at $212,200

28% at $200,100

32% at $405,050

33% at $304,950

35% at $514,400

35% at $544,550

37% at $771,550

39.6% at $615,100

Capital gains tax brackets

0%, 15% and 20% rates based on taxable income.

0%, 15% and 20% capital gains rates tied to ordinary tax bracket.

0% - 10% and 15% brackets
15% - 25%, 28%, 33% and 35% brackets
20% - 39.6% bracket

Planning should be considered as to whether there is an advantage to recognizing capital gains in 2025 or 2026, as depending upon income, the gain could be subject to a different capital gains rate.

Standard deduction

$15,450 for single taxpayers. $30,850 for those married filing jointly.

$8,350 for single taxpayers. $16,700 for those married filing jointly.

Without action the standard deduction would be reduced to about half of current levels. If reduced, it may be beneficial to defer itemized deductions into 2026 where possible. All 2026 numbers are estimates based on inflation.

State and local tax (SALT) deduction

$10,000 limitation for both single and married taxpayers.

Unlimited deduction.

While an unlimited deduction may sound the most taxpayer friendly, other sunsetting items, such as the Pease limitations and the increased AMT exclusion, will limit the deductibility of these taxes.

Mortgage interest deduction

Deductible interest limited to debt of $750,000 used to buy, build or substantially improve a primary or secondary residence.

Deductible interest limited to debt of $1 million used to buy, build or substantially improve a primary or secondary residence plus an additional $100,000 of home equity indebtedness (not used to buy, build or substantially improve).

With mortgage rates and home prices remaining high, this is one area taxpayers may wish to see sunset. However, the $100,000 home equity indebtedness is an AMT preference item (if not used to buy, build or substantially improve) so AMT considerations may need to be evaluated.

Miscellaneous itemized deductions

Suspended.

Miscellaneous itemized deductions (unreimbursed employee expenses, investment expenses, legal and accounting fees, custodial fees, convenience fees and safe deposit box fees) deductible to the extent that the total exceeds 2% of adjusted gross income.

Also an area some taxpayers may wish to see sunset. If sunsetting, it may be beneficial to delay some expenses into 2026.

Personal and dependent exemptions

Suspended.

$5,200 (estimated) per taxpayer and qualified dependent. Exemptions phase out at higher income levels.

Depending on income level and how many dependents are in each household, this could be a major change.

“Pease” limitation on itemized deductions

Suspended.

Reduction of itemized deductions by the lesser of 3% of adjusted gross income (AGI) in excess of specified dollar thresholds, or 80% of total itemized deductions otherwise allowable. The limitation did not apply to medical expenses, investment interest expense, casualty or theft losses, or gambling losses.

The itemized deduction phaseout could limit the SALT deduction, mortgage interest deduction and charitable deductions. Therefore, if the TCJA sunsets, taxpayers will need to consider the impact of the Pease limitation on their personal tax situation, including whether it makes sense to accelerate certain itemized deductions (such as charitable contributions) into 2025.

Child tax credit

$2,000 per qualifying child (under age 17), $500 for other dependents. Phaseout of $400,000 for those married filing jointly.

$1,000 per qualifying child (under age 17). Income phaseout beginning at $110,000 for those married filing jointly. No credit for other dependents.

Higher credits and higher income phaseouts make this an item taxpayers with dependents would want extended.

Alternative minimum tax for individuals

Increased exemption ($133,300 for those married filing jointly) and exemption phaseout begins at higher income levels ($1,218,700 for married filing jointly)

Exemption is reduced to an estimated $104,800 for joint filers and the exemptions phaseout would begin at $199,500.

With no action, the reduced AMT exemption together with the sunsetting of the $10,000 cap on the SALT deduction would leave more taxpayers back into the land of AMT. AMT exposure would increase particularly for those earning between $400,000 to $600,000 on a joint filing.

Charitable contribution deduction (cash)

60% of AGI

50% of AGI

It may be beneficial to accelerate charitable deductions into 2025.

Section 199A qualified business income (QBI) deduction

20%

0%

If the TCJA sunsets, sole proprietors and pass-through businesses may need to reevaluate whether they should continue to operate as an unincorporated entity due to the loss of the QBI deduction and any other changes in the corporate income tax rates.

Estate, gift and generation-skipping transfer tax exemption

$13,610,000

Approximately $7 million.

If TCJA sunsets, estate planning should be carried out in full during 2025. Please look for continued Alerts on this important matter.

Since Congress is now in a very similar situation to eight years ago, with a slim majority in the Senate, it is almost certain that they will need to utilize the budget reconciliation procedure again to pass any type of TCJA extension or tax reform legislation. This will again restrict the increase that any new legislation can have on the budget deficit to a 10-year window. So, it is possible that the aforementioned TCJA provisions set to expire in 2026 will be extended for up to 10 additional years. While Republicans may want to make many of these cuts permanent, they might not have the ability to do so―and America may not be able to afford to.

In addition, the 2024 presidential campaign saw a lot of promises being made. The most prominent tax proposals President-elect Trump made during his 2024 presidential campaign included:

  • Exempt tip income and overtime pay from tax;
  • Eliminate tax on Social Security benefits;
  • Create family tax credits for caregivers who care for a parent or loved one;
  • Allow an interest deduction for personal car loans;
  • Eliminate tax filing requirements for American citizens living abroad;
  • Decrease the U.S. corporate tax rate to flat 15 percent (potentially just for companies that manufacture products in the United States);
  • Reenact 100 percent expensing on the purchase of business assets;
  • Repeal the state and local tax deduction limitation; and
  • Extend TCJA provisions set to expire in 2026, with particular emphasis on extending the:
    • QBI deduction;
    • Reduced tax brackets;
    • Increased standard deductions; and
    • Doubled estate tax exemption.

Whether or not Republicans can form a coalition to enact all of these proposals remains to be seen. In our view, it is unlikely. With the slim majorities in both the House and Senate, Republicans cannot afford to lose more than two votes in each chamber. Also, external factors have changed since 2017 and need to be considered in the context of any potential legislation. Obviously, the world has changed significantly since 2016 when President Trump was first elected and the TCJA was born. Since then, there has been a global pandemic as well as two major wars that the United States has contributed substantial funds and resources to help fight. The U.S. national debt at the time the TCJA was passed was about $20 trillion―now it is a little over $35 trillion. As a result, the annual interest expense eats up a bigger portion of the federal budget each year, making discretionary spending cuts to offset tax cuts more difficult to achieve. Any proposed legislation will be scrutinized by fellow Republicans in Congress, so any disagreements about specific details of the legislation may result in the need for revision, which could significantly slow the process or change the desired outcome.

Getting everyone to agree on all provisions of the tax legislation, particularly new provisions, and ensuring that the legislation meets the budgetary constraints of the reconciliation process will be a tall order indeed. This is why we expect Republicans to break up their tax agenda into two components―first, by extending the TCJA quickly via a reconciliation bill early in the year, which, as of this writing, has the needed support on the Republican side of the aisle. While President-elect Trump’s campaign proposals seem to have support and few critics, some Republican members of Congress are likely to be hesitant to enact tax cuts that would further increase the deficit, even within the 10-year reconciliation window. Thus, any new proposals are likely to have to wait until later in 2025 for consideration, though we expect many proposals to surface in the TCJA extension discussions, as President-elect Trump and Congress attempt to gauge interest and votes. Stay tuned, as this will be an exciting year for tax policy in the United States!

Whether you should accelerate taxable income or defer tax deductions between 2024 and 2025 largely depends on your projected highest (aka marginal) tax rate for each year. While the highest official marginal tax rate for 2024 is currently 37 percent, you might pay more tax than in 2023 even if you were in a higher tax bracket due to credit fluctuations, compositions of capital gains and dividends, and a myriad of other reasons.

The chart below summarizes the most common 2024 tax rates together with the corresponding taxable income levels presently in place. Effective management of your tax bracket can provide meaningful tax savings, as a change of just $1 in taxable income can shift you into the next higher or lower bracket. These differences can be further exacerbated by other income thresholds throughout the Internal Revenue Code, discussed later in this guide, such as those for determining eligibility for the child tax credit and qualified business income deductions, among others. Income deferral and acceleration, while being mindful of bracket thresholds, can be accomplished through numerous income strategies discussed in this guide, such as retirement distribution planning, bonus acceleration or deferral, and harvesting of capital gains and losses.

2024 Federal Income Tax Rate Schedule

Tax Rate

Single

Head of Household

Married Couple

10%

$0 - $11,600

$0 - $16,550

$0 - $23,200

12%

$11,601 - $47,150

$16,551 - $63,100

$23,201 - $94,300

22%

$47,151 - $100,525

$63,101 - $100,500

$94,301 - $201,050

24%

$100,526-$191,950

$100,501 - $191,950

$201,051 - $383,900

32%

$191,951 - $243,725

$191,951 - $243,700

$383,901 - $487,450

35%

$243,726 - $609,350

$243,701 - $609,350

$487,451 - $731,200

37%

Over $609,350

Over $609,350

Over $731,200

While reviewing this guide, please keep the following in mind:

  • Never let the tax tail wag the financial dog, as we often preach. Always assess economic viability. This guide is intended to help you achieve your personal and business financial objectives in a “tax efficient” manner. It is important to note that proposed transactions should make economic sense in addition to generating tax savings. Therefore, you should review your entire financial position prior to implementing changes. Various nontax factors can influence your year‑end planning, including a change in employment, your spouse reentering or exiting the work force, the adoption or birth of a child, a death in the family or a change in your marital status. It is best to look at your tax situation for at least two years at a time with the objective of reducing your tax liability for both years combined, not just for 2024. In particular, multiple years should be considered when implementing “bunching” or “timing” strategies, as discussed throughout this guide.
  • Be very cautious about accelerated timing causing you to lose too much value, including the time value of money. That is, any decision to save taxes by accelerating income must consider the possibility that this means paying taxes on the accelerated income earlier, which would require you to forego the use of money used to satisfy tax liabilities that could have been otherwise invested. Accordingly, the time value of money can make a bad decision worse or, hopefully, a good decision better―a delicate balance, indeed.
  • While the traditional strategies of deferring taxable income and accelerating deductible expenses will be beneficial for many taxpayers, with exceptions, you can often achieve overall tax efficiency by reversing this technique. For example, waiting to pay deductible expenses such as mortgage interest until 2025 would defer the tax deduction to 2025. Or, waiting to pay state and local taxes (SALT) until 2025 if you have already paid SALT of $10,000 in 2024 could also be worthwhile. You should consider deferring deductions and accelerating income if you expect to be in a higher tax bracket next year, you have charitable contribution carryovers to absorb, your marital status will change next year or your head of household or surviving spouse filing status ends this year. This analysis can be complex, and you should seek professional guidance before implementation.
  • Both individuals and businesses have many ways to “time” income and deductions, whether by acceleration or deferral. Businesses, for example, can make different types of elections that affect the timing of significant deductions. Faster or slower depreciation, including electing in or out of bonus depreciation, is one of the most significant. This type of strategy should be considered carefully as it will not simply defer a deduction into the following year but can push the deduction out much further or spread it over a number of years.

With these words of caution in mind, the following are observations and specific strategies that can be employed in the waning days of 2024 regarding income and deductions for the year, where the tried-and-true strategies of deferring taxable income and accelerating deductible expenses will result in maximum tax savings.

Below is a quick and easy reference guide of action steps that can help you reach your tax-minimization goals, as long as you act before year-end. In this guide, we have identified the best possible action items for you to consider, depending on how your income shapes up as the year draws to a close.

Not all of the action steps will apply in your particular situation, and some may be better for you than others. In addition, several steps can be taken before year-end that are not necessarily “quick and easy” but could yield even greater benefits. For example, perhaps this is the year that you finally set up your private foundation or a donor-advised fund to achieve your charitable goals (see item 113) or maybe you decide it is time to review your estate plan in order to utilize the current unified credit (see items 117-132). Consultation to develop and tailor a customized plan focused on the specific actions that should be taken is paramount.

To help guide your thinking and planning in light of the multiple situations in which you may find yourself at year-end, we have compiled Quick-Strike Action Steps that follow different themes depending on several common situations. Due to the changing legislative environment, you may wish to consider several situations below and identify the most relevant and significant steps for your particular situation.

Quick-Strike Action Step Themes

Situation

Reason

Theme

Action

You expect higher ordinary tax rates in 2025

Increased income

Getting married, subject to marriage penalty

Accelerate income into 2024

Defer deductions until 2025

Accelerate installment sale gain into 2024 (item 106)

Defer SALT payments to 2025 (item 19)

Bunch itemized deductions (item 21)

You expect lower ordinary tax rates in 2025

Retirement

Income goes down

 

Accelerate deductions into 2024

Defer income until 2025

Defer income until 2025 (item 13)

Maximize medical deductions in 2024 (item 18)

Prepay January mortgage (item 20)

Consider deduction limits for charitable contributions (items 22 and 23)

Sell passive activities (item 39)

Increase basis in partnership and S corporation to maximize losses (item 40)

Maximize pre-tax retirement contributions (item 41)

Maximize contributions to FSAs and HSAs (items 53 and 54)

You have high capital gains in 2024

Business or property sold

An investment ends

Employee stock is sold

Reduce or defer gains

Invest in qualified opportunity zones (item 8)

Invest in 1202 small business stock (item 28)

Perform a like-kind exchange (item 36)

Harvest losses (item 27)

You have low capital gains in 2024

Carry forward losses

Increase capital gains

Maximize preferential gains rates (item 25)

1. Be aware of increased Form 1099-K reporting for users of Venmo, PayPal, CashApp, Uber, DoorDash and Airbnb users. While Forms 1099-K were initially required to be issued for calendar year 2021 when gross payment card transactions for goods or services exceeded $600, the IRS has once again delayed implementation of this rule. For 2024, the IRS has lowered the threshold to $5,000 from the previous threshold of $20,000, with thresholds dropping to $2,500 in 2025 and $600 in 2026 and after.

Observation—The $600 reporting threshold will still be in effect for those payees who do not provide their tax identification numbers and other information to the payor, as these payees will be subject to the backup withholding regime under IRC 3406(a).
Planning Tip—If you do receive a Form 1099-K for 2024, keep the form with your tax records and ensure you report the applicable income, while also documenting which payments are for personal reasons. Most settlement entities will not be aware whether a transaction is taxable or not, so it is the taxpayer’s responsibility to separate business from personal transactions with proper documentation. In an effort to alleviate the burden, many apps now offer a “business” and “friends” option when making a payment to help taxpayers separate any personal transactions.

2. Take advantage of a 529 to Roth rollover. New for 2024, the SECURE Act 2.0 permits beneficiaries of 529 college savings accounts to make up to $35,000 of direct trustee-to-trustee rollovers from a 529 account to their Roth IRA without tax or penalty. In order to qualify, two requirements must be met:

  1. The 529 account must have been open for more than 15 years; and
  2. The rollover must consist of amounts contributed to the 529 account more than five years prior to the conversion, plus earnings on those contributions.

Additionally, rollovers are subject to the Roth IRA annual contribution limits, but are not limited based on the taxpayer's adjusted gross income. Therefore, if a married couple has earned income in 2024 of at least $6,500, they can begin transferring up to the annual contribution limit ($6,500) from the 529 plan account to a Roth IRA, assuming the other provisions above are met. They can make these rollover contributions each year until they max out at the lifetime cap of $35,000. This new provision helps to alleviate any worry taxpayers may have about any surplus 529 plan funds going to waste or being taxed and penalized on distribution. It allows for 529 contributions to potentially be beneficial for more than just a child’s education and help start saving for retirement.

3. Automatic enrollment required beginning January 1, 2025, for newer employer retirement plans. The SECURE Act 2.0 includes an auto-enrollment provision, which for 2025 requires employers to automatically enroll eligible employees into any new 401(k) or 403(b) plans adopted after December 29, 2022. Employees may opt out of participation or reduce the default contribution rate (between 3 percent and 10 percent). For retirement plans already existing prior to December 29, 2022, automatic enrollment would remain optional. Exemptions for this new provision include small businesses with 11 or fewer employees, as well as government and church plans.

Planning Tip—An employee should be aware of the default contribution rate and the type of investments that your employer offers. After the initial year, the automatic-enrollment amount is increased by 1 percent until it reaches at least 10 percent, but not more than 15 percent. An employee must make an affirmative election to reduce the automatic employee contribution if the default rate is not desired.

4. Enjoy increased contributions to retirement plans in 2025 for individuals between 60 and 63. Beginning in 2025, individuals aged 60 to 63 years old will be allowed to make even higher catch-up contributions, indexed to inflation. For tax year 2025, most 401(k), 403(b), governmental 457 plans and the federal government’s Thrift Savings Plans will allow catch-up contributions for those 50 and over of $7,500. For those taxpayers who are age 60, 61, 62 or 63 in 2025, the catch-up limit is $11,250.

Similarly, taxpayers age 50 and over can contribute catch-up contributions to SIMPLE plans of $3,500 for 2025. However, for those aged 60, 61, 62 and 63, the catch-up contribution limit is $5,250.

5. Not-for-profit and governmental entities can now take advantage of clean energy credits through new IRS election. Newly released regulations now give applicable entities, such as states, local governments, not-for-profits, tribal entities, U.S. territories and other quasi-government agencies, the opportunity to use a new direct pay funding mechanism to promote and accelerate clean energy infrastructure projects. The alternative to the new direct pay funding are traditional financing and debt methods. The entity may elect to treat certain tax credits as a payment against U.S. federal income tax, which would potentially turn the applicable tax credit into a refundable credit from the government, useful for these entities which pay no tax.

This election is available for a number of energy credits under the Inflation Reduction Act of 2022, including the alternative fuel vehicle refueling property credit, renewable electricity production tax credit, commercial clean vehicle and energy ITC credit, to name a few.

6. Claim a deduction for casualty and disaster losses. Notably in 2024, multiple states including all of Alabams, Florida, Georgia, North Carolina and South Carolina, and parts of Tennessee and Virginia, suffered major damage from Hurricanes Helene and Milton and received filing and payment delays. In early October 2024, the IRS announced that affected taxpayers (individuals and/or businesses) in the above areas would have until May 1, 2025, to file and pay their 2024 taxes. Additionally, any taxpayer who did not file their 2023 tax return in the above affected areas also has until May 1, 2025, to file their 2023 individual and/or business tax return. The 2023 penalty relief is limited to late filing as payment for 2023 returns should have been made before the disaster occurred.

Separately, due to other storms, wildfires, landslides, mudslides, straight-line winds, flooding and tornados, affected taxpayers in all of Louisiana and Vermont, all of Puerto Rico and the Virgin Islands and parts of Arizona, Connecticut, Illinois, Kentucky, Minnesota, Missouri, New York, Pennsylvania, South Dakota, Texas and Washington state have until February 3, 2025, to file 2023 returns. Again, this is just a filing delay, as payment should have been made before the disaster occurred. If you have any questions about whether an event qualifies, please do not hesitate to ask for clarification.

For tax purposes, any losses attributed to a federally declared emergency in 2024 can be pushed back into 2023, such as the closure of stores, losses on mark-to-market securities and permanent retirement of fixed assets. However, lost revenues and the decline in fair market value of property as a direct result of economic hardships would not constitute a loss under disaster rules.

For victims of these disasters that have not yet filed their 2023 tax returns, these losses can be included with their 2023 returns filed prior to the extended filing deadline. Currently, taxpayers choosing to claim their losses on their 2023 returns have until October 15, 2025, to make this election. For those that have already filed 2023 returns, it is still possible to go back and amend 2023 filings, especially if 2023 profits could be offset with 2024 disaster losses. The subject of disaster losses remains a very complicated matter, and there are many rules and stipulations that would prevent taxpayers from taking advantage of the election. There are also certain reasons why taxpayers would not want to make the election and, for these reasons, we recommend consulting with us or your qualified tax professional before delving into the amendment process.

7. Consider upgrading to solar panels and take advantage of the updated credit. For the past three years, we have seen continued interest in the expanded solar credits from our clients. The solar investment tax credit currently stands at 30 percent of eligible expenses for projects installed between 2022 and 2032. After 2032, this credit will drop to 26 percent of eligible expenses in 2033 and 22 percent in 2034.

Observation—This unique credit proves quite beneficial for those interested in upgrading their home with solar equipment, incentivizing clean energy and providing a generous tax credit. While the credit is currently set to expire at the end of 2034, it is important to monitor the political landscape for changes that President-elect Trump could potentially put into motion. As it stands, any excess credit is available to be rolled forward to the following years until fully used. If President-elect Trump decides to curb this solar initiative in favor of other energy alternatives, or other tax cuts, then any new and excess solar credits may be disallowed on future tax returns. If you are considering upgrading your home with solar energy, it might be more beneficial to do so sooner than later, as the future of this credit remains uncertain.

8. Invest in qualified opportunity zones to defer capital gains for two years. Gains can be deferred on the sale of appreciated stock that is reinvested within 180 days into a qualified opportunity fund (QOF). This gain is deferred until the investment is sold or December 31, 2026, whichever is earlier. An individual is able to defer a capital gain as long as the property was sold to an unrelated party. In addition to the deferral of gain, once the taxpayer has held the QOF investment for five years, they are able to increase their basis in the asset by 10 percent of the original gain. Due to this five-year holding period requirement, the QOF investment must have been acquired by December 31, 2021, in order to benefit from this basis step-up.

Although the contribution deadline for this basis increase has passed, a QOF still provides taxpayers the ability to defer capital gains until 2026 or the year in which the investment is sold, whichever is earlier. In addition, tax on the appreciation of the QOF may be avoided if the investment is held for over 10 years. 

All states have communities that now qualify. Besides investing in a fund, one can also take advantage of this opportunity by establishing a business in the qualified opportunity zone or by investing in qualified opportunity zone property.

Potential Legislation Alert—In 2023, bipartisan legislation was introduced that would have extended and enhanced the opportunity zone program, currently set to expire at the end of 2026. The now stalled proposal would have extended the program until the end of 2028, providing taxpayers a longer deferral period and a longer period in which to invest in opportunity zones. While the legislation did not pass and is currently stalled, with the bipartisan support and sponsors it once enjoyed, it could pass during the next administration and before 2026.
Planning Tip—As it currently stands, opportunity zone deferrals will need to be recognized on December 31, 2026, at the latest. If you have a large amount of gain deferrals looming, it may be best to start planning for gain recognition in 2026 so that cash flow is adequate to pay tax in early 2027.

9. Pay close attention to beneficial ownership information reporting (BOIR) originally required by December 31. The Corporate Transparency Act (CTA) of 2021 implemented uniform BOIR requirements for corporations, limited liability companies and other business entities that were created in or are registered to do business in the United States, effective January 1, 2024. In a nutshell, the CTA will require owners of small companies (including single member LLCs) to file a report with the Financial Crimes Enforcement Network (FinCEN) detailing basic information about the beneficial owners of the company, such as names, dates of birth, addresses and identifying numbers. Violations of the CTA and noncompliance with reporting requirements can have severe consequences (a $500-a-day penalty, up to $10,000, and up to two years’ imprisonment), so timely compliance is key.

So who is required to file a beneficial ownership information report, what information must be included and when does it need to be filed? The answer can be found in our June 13, 2023, Alert and December 7, 2023, Alert. Countless businesses are expected to be impacted, and if you assume you will not be affected, you may be risking severe penalties.

On December 3, 2024, the United States District Court for the Eastern District of Texas issued a nationwide preliminary injunction with regard to the CTA and issued a stay with respect to the December 31, 2024, deadline for CTA reports. On December 5, the government appealed this decision to the Fifth Circuit Court of Appeals.

On December 9, 2024, FinCEN posted a statement on their website indicated their intent to comply with the order, and that “reporting companies are not currently required to file beneficial ownership information with FinCEN and are not subject to liability if they fail to do so while the order remains in force. However, reporting companies may continue to voluntarily submit beneficial ownership information reports.”

Thus, while companies are currently not required to register with FinCEN, if the injunction is lifted, compliance may once again be required, and it is unknown what kind of grace period, if any, will be given should the injunction be lifted close to or after December 31, 2024. Therefore, if companies plan to rely on this stay and not file their beneficial ownership reports, they need to be vigilant in monitoring developments as the court cases proceed.

In our view at this moment, the safest course of action is to continue to prepare the BOIRs but refrain from filing them unless/until the injunction is lifted. That way, if the injunction is set aside, you will be ready and able to file on short notice. Otherwise, you run the risk of late filing and penalties.

Observation—Many businesses value their privacy―from the large, family-run business to the tiny Etsy shop operating off a living room table. The CTA may challenge that desire for privacy, especially in states with lax information reporting requirements via their business registration process. As the information collected by Fin­CEN is expected to be shared with law enforcement, the IRS and other federal and state departments, this could represent a sea change in how laws are enforced at multiple levels of business. Therefore, careful attention should be given to business structuring, especially in closely held family businesses. Individual family members should consult with their trusted tax advisor and tax attorneys as may be required.
Planning Tip—The Financial Crimes Enforcement Network (FinCEN) allows for the creation of a FinCEN ID that would house beneficial ownership information for that owner. This ID can then be connected to the BOIR for each corporation, limited liability company and/or other business entity connected with that owner. When owner information changes, the owner can change the information at their ID level and thereby instantly change their information on all BOIR with the ID connected. This can save significant administrative time and dollars updating multiple reports for different corporations, limited liability companies and/or other business entities.

10. Review the proposed regulations and final regulations for the 1 percent excise tax on stock repurchases. The Inflation Reduction Act added a 1 percent excise tax on the value of corporate stock buybacks of publicly traded companies, which applies to tax years beginning after December 31, 2022. Only repurchases that are treated as redemptions for tax purposes are subject to the tax, and a $1 million exemption is provided. The IRS and Treasury Department released proposed regulations on April 12, 2024, and final regulations on June 28, 2024. Acquisitions of stock of an applicable foreign corporation or a covered surrogate foreign corporation may be treated as stock repurchases subject to the stock repurchase excise tax and treated to different rules depending on if the repurchase occurred before or after the release of the proposed regulations on April 12, 2024.

Potential Legislation Alert—“Mandate of Leadership: The Conservative Promise 2025” (also known as Project 2025), which may influence the next Congress’ legislative priorities, calls for the repeal of the stock buyback excise tax, so it may be eliminated in the future. If planning a buyback, it may be beneficial to wait until the incoming administration clarifies their tax policy priorities.

11. Avoid scams and file a valid employee retention or other expanded tax credit. Due to a growing number of scams and fraudulent activity surrounding the employee retention credit (ERC), the IRS placed an immediate moratorium on the processing of new ERC claims on September 14, 2023. In August, the IRS began processing claims filed after September 14, 2023, but still has a long way to go to clear the 11-month backlog of unprocessed returns. The deadline for filing an ERC claim for the 2020 tax period was April 15, 2024; and the deadline for the 2021 tax period is April 15, 2025. So, if you have not filed already, and your business was eligible for the ERC for any period in 2021, Form 941-X needs to be filed for the applicable quarter soon. While the ERC was designed to encourage businesses to keep workers on their payroll and support small businesses and nonprofits throughout the COVID-19 pandemic, as the economic recovery progressed, the credit was no longer serving its original purpose and expired on October 1, 2021. To qualify for the credit, the business must have paid wages while its operations were either completely or partially suspended by government order or during a quarter in which receipts were down 20 percent or more over the same quarter in 2019. A business may also qualify as a recovery startup business that began operations after February 15, 2020.

Another credit, the family and medical leave credit, has been extended through 2025. In order to qualify for this credit, employers’ written policies must provide at least two weeks of paid leave for eligible full-time employees and paid leave must be at least 50 percent of wages paid during a normal workweek. The credit ranges from 12.5 percent to 25 percent of wages paid to qualified employees who are out for a maximum of 12 weeks during the year.

Finally, the work opportunity tax credit is a nonrefundable credit for employers who employ certain individuals from targeted groups, such as veterans, low-income individuals and ex-felons. The size of the credit depends on the hired person’s target group, the number of individuals hired and the wages paid to each. This credit is also scheduled to expire at the end of 2025.

Observation—Unlike the forgiveness of PPP loans, which was completely tax-exempt, the ERC funds are not tax-exempt. This income (i.e., reduction of wage expense) needs to be recognized on the annual business income tax return for the year in which the credit relates, regardless of when it is actually received. Most likely, the 2020 and 2021 tax returns have already been filed. With that being the case, both the business return and the personal return (assuming it is a flow-through entity) need to be amended for one or both years if applicable. Contact your tax advisor for assistance if needed.
Observation—Due to the number of scams and as part of a larger effort to protect small businesses and organizations, the IRS announced on October 19, 2023, a special withdrawal process to help those who filed an ERC claim and are now worried about its accuracy. If you find yourself with this concern, please contact your trusted tax advisor immediately.
Planning Tip—In advance of any IRS examination, you may wish to work with experienced tax counsel to conduct a simulated audit to assess exposure and mitigate risk. We recommend that those taxpayers with exposure or simply wishing to verify the accuracy of any claimed ERC consider engaging truly independent tax lawyers and CPAs who fall under attorney-client privilege to represent your interests, such as those in our National Tax Controversy Group. We have performed many simulated audits across many industries.
Observation—For businesses with legitimate ERC claims, the moratorium on IRS processing is severely lengthening the period in which refunds are paid. Worse yet, many businesses paid higher income taxes in anticipation of the ERC refunds being paid, through reduced wage deductions. Depending on the period at issue, employers may wish to file protective claims for refunds should part or all of their ERC claims be denied after the statute of limitations on filing a claim for refund on the income tax return expires.

12. Consider withdrawing erroneous employee retention credit claims. Despite increasing scrutiny and direct warnings from the IRS, ERC solicitors are still pushing businesses to submit aggressive and ineligible ERC claims. With the increased funding the IRS has received from the Inflation Reduction Act of 2022, the IRS has turned its attention to enforcement in this area, resulting in several lawsuits against these unscrupulous promotors, both by the IRS and their clients. Any business with a pending ERC claim that they realized after filing was ineligible can voluntarily withdrawal the claim, as long as the following conditions are met:

  1. You filed an amended employment tax return to claim the ERC (Forms 941-X, 943-X, 944-X, CT-1X).
  2. You made no other changes on your amended return besides claiming the ERC.
  3. You intend to withdraw the entire amount of your ERC claim for the quarter.
  4. You have yet to receive the refund checks for the claim or you have not cashed or deposited the refund check if the IRS has already processed your returns and paid your claim.

You will receive a letter from the IRS stating whether the withdrawal request was accepted or rejected. Without the acceptance letter, the withdrawal request is not considered completed. If your withdrawal is accepted, an amended income tax return may need to be prepared.

Observation—On November 22, 2024, the IRS concluded a second voluntary disclosure program, where taxpayers who claimed an Employee Retention Credit for 2021 could repay 85 percent of the credit received and avoid any penalty or interest on an improperly received credit, while also retaining any interest the IRS paid the taxpayer. A business can still pay any ERC claims back; however, they would now need to pay the credit back in full and it will be subject to interest and penalties. While this program has recently ended, it remains possible that a new voluntary disclosure program will be introduced before the 2021 statute of limitations expires in April 2025. Stay tuned.
Planning Tip—When a taxpayer successfully withdraws an ERC claim, it will be treated as if it was never filed. Thus, no interest or penalties will be imposed. However, withdrawing a fraudulent claim will not exempt you from potential criminal investigation and prosecution if the IRS determines that you willfully filed a fraudulent ERC claim or if you assisted or conspired in such conduct. A withdrawal from a pending ERC claim can be made at any time. We encourage businesses to consult with a trusted tax professional who has an actual legal or tax background and understands the complexity of the ERC rules.

Nearly all cash-basis taxpayers can benefit from strategies that accelerate deductions or defer income, since it is generally better to pay taxes later rather than sooner (especially if income tax rates are not scheduled to increase). For example, a check you send in 2024 generally qualifies as a payment in 2024, even if it is not cashed or charged against your account until 2025. Similarly, deductible expenses paid by credit card are not deductible when you pay the credit card bill (for instance, in 2025), but when the charge is made (for instance, in 2024).

With respect to income deferral, cash-basis businesses, for example, can delay year-end billings so that they fall in the following year or accelerate business expenditures into the current year. On the investment side, income from short-term (i.e., maturity of one year or less) obligations like Treasury bills and short-term certificates of deposit is not recognized until maturity, so purchases of such investments in 2024 will push taxability of such income into 2025. For a wage earner (excluding an employee-shareholder of an S corporation with a 50 percent or greater ownership interest) who is fortunate enough to be expecting a bonus, he or she may be able to arrange with their employer to defer the bonus (and tax liability for it) until 2025. However, if any of this income becomes available to the wage earner, whether or not cash is actually received, the bonus will be taxable in 2024. This is known as the constructive receipt doctrine.

13. Defer income until 2025 to take advantage of sizable inflation adjustments to tax brackets. For 2024, the top individual tax rate remains 37 percent and is applied to joint filers with taxable income greater than $731,200 and single filers with taxable income greater than $609,350. These thresholds will rise in 2025 to $751,600 for joint filers and $626,350 for single filers. It might be advantageous for many taxpayers to accelerate their deductions into 2024, reducing their potential tax liability this year. Additionally, for those who are able, taxpayers should plan to defer income into 2025 to take full advantage of the threshold increases to the tax brackets. While there are many ways to defer your income, waiting to recognize capital gains or exercise stock options are popular options that would not only lower your investment income, but your taxable income as well. Depending on your situation, these strategies could reduce tax due for 2024 and potentially 2025 as well.

14. Be aware of the second largest increase to the standard deduction since the Tax Cuts and Jobs Act. Thanks to high inflation adjustments for 2024, the standard deduction has again increased meaningfully to $29,200 for a joint return (an increase of $1,500) and $14,600 for a single return (an increase of $750) for those who do not itemize deductions. Taxpayers 65 years or older and those with certain disabilities may claim additional standard deductions.

Standard deduction (based on filing status)

2023

2024

Married filing jointly

$27,700

$29,200

Head of household

$20,800

$21,900

Single (including married filing separately)

$13,850

$14,600

 

Planning Tip—With the standard deduction continuing to increase, many taxpayers who previously itemized may find their total itemized deductions close to or below the standard deduction amount. In such cases, taxpayers should consider employing a “bunching” strategy to postpone or accelerate payments, which would increase itemized deductions. This bunching technique may allow taxpayers to claim the itemized deduction in alternating years, thus maximizing deductions and minimizing taxes over a two-year period. For a more in-depth discussion of bunching, see item 21.
Planning Tip—When the tax provisions of the TCJA sunset at the end of 2025, the current standard deduction is expected to be cut roughly in half. Before implementing any strategies related to postponing or accelerating itemized deductions, please consult with a qualified tax professional. However, while still set to sunset at the end of 2025, the increased standard deduction may continue with the incoming Trump administration.

15. Carefully consider obtaining an IP PIN. The Identity Protection (IP) PIN is a six-digit number assigned by the IRS (and known only by the IRS and the taxpayer) that adds an additional layer of protection to the taxpayer’s sensitive tax information. Using an IP PIN prevents someone else from filing a return just by using your Social Security number or Individual Taxpayer Identification Number. Rather, the return must also include your unique IP PIN. Therefore, receiving and using an IP PIN will further protect your tax information whether you have previously been a victim of identity theft or just want to take precautions to plan ahead and avoid potential identity theft in the future. After you receive your IP PIN from the IRS, it is valid for one calendar year and, for each subsequent year, a new IP PIN will be generated and must be obtained. For greater detail, we previously wrote on this topic in an Alert. Additionally, the IRS has an FAQ about the IP PIN.

Observation—If your Social Security number has been exposed or compromised, we strongly advise considering obtaining an IP PIN. While this further layer of protection may seem appealing to those who wish to voluntarily opt in to the IP PIN program, some pros and cons first need to be considered. Having an IP PIN adds an extra task to worry about during tax season: remembering to locate your new PIN each year. Additionally, the security of the IP PIN could extend the time it takes for your return to be processed. Filing with the incorrect IP PIN or forgetting yours could also add extra time to the processing of your tax return. Despite having to retrieve a new IP PIN each year and deal with the potential delays that come along with the program, the benefits of having the increased security of your taxpayer information will be the deciding factor for many. Some will decide the increased security is worth it, while others may steer away from applying for an IP PIN to avoid the extra hassle of maintaining the protected status.
Planning Tip—The “Get an IP PIN” tool is available year round, though the current year PIN is only displayed from mid-January until mid-November each year. While this tool is very effective at safeguarding your tax information, it will require an extensive identity verification process. Additionally, spouses and dependents are eligible for an IP PIN if they can pass the verification process. Once you complete the verification, the IRS should provide your IP PIN to you immediately. Alternatives to the online tool are available, including filing an application or requesting an in-person meeting. However, the “Get an IP PIN” tool is the fastest approach to getting an IP PIN assigned to you.

16. Maximize child and dependent care credits. For tax year 2024, you may be able to claim the nonrefundable child and dependent care credit if you pay qualified expenses when you (and your spouse if filing a joint return) work. This credit is generally not allowed for married filing separately taxpayers. Your dependent must be under age 13, or an individual who was physically or mentally incapable of self-care with certain conditions. The maximum qualifying expenses you may use to calculate the credit are $3,000 for one qualifying individual and $6,000 for two or more qualifying individuals. In 2024, there is no limit to a taxpayer’s adjusted gross income (AGI) in qualifying for the credit; however, the percentage of expenses available for credit would be reduced to 20 percent for most middle-income taxpayers whose AGI exceeds $43,000.

Planning Tip—As services are provided throughout the year, ask your child care providers for their taxpayer identification numbers and keep track of payments made. Consider whether individuals paid should be classified as household employees for whom you are required to issue a W-2. (See item 57.) 

Percentage of Expenses Available for Dependent Care Credit (Based on Income)

 

35%

34% to 21%

20%

Adjusted gross income

$0 to $15,000

$15,001 to $43,000

$43,001 and above


Planning Tip—Please note that summer day camp expenses may qualify for this credit. It is important to emphasize that the camp must be a day camp. An overnight camp will not count towards this credit. If your child under 13 attended a day camp over summer 2024, please make sure to total the expenses and obtain the camp’s federal identification number for tax time.

17. Claim the maximum child tax credit. For 2024, the maximum credit remains at $2,000 per dependent under the age of 17. The refundable portion of the credit can go up to $1,700 per qualifying child (up from $1,600 in 2023 to adjust for inflation), depending on your income, and you must have earned income of at least $2,500 to even be eligible for the refund. Similar to 2023, the credit begins to phase out at incomes above $400,000 for married filing jointly taxpayers and $200,000 for any other filing status.

Phaseout Range of Child Tax Credit by Modified Adjusted Gross Income

Single/Married Filing Separately

Head of Household

Married Filing Jointly

$200,000 - $240,000

$200,000 - $240,000

$400,000 - $440,000

 

Planning Tip—The child tax credit computation goes hand-in-hand with modified AGI depending on your level of income. Of course, many tax benefits phase out at specified AGI thresholds. Decreasing your AGI could go a long way in maximizing these benefits. For the child tax credit in particular, the credit phases out in $50 increments―meaning that, for some taxpayers, a $1 increase in AGI can trigger a $50 reduction in the credit. As year-end nears, taxpayers who otherwise qualify for a tax benefit should consider strategies to reduce AGI this year to keep their income level below the relevant phaseout threshold.
Planning Tip—To claim the child tax credit, a qualifying child must have a valid Social Security number and be a U.S. citizen, U.S. national or U.S. resident alien. A qualifying child with only an Individual Taxpayer Identification Number would not qualify for the child tax credit; however, the other dependent credit worth $500 may be allowed. Employees should pay attention when filing out the W-4, employee’s withholding certificate, to identify the eligibility of claiming dependent and other credits.
Potential Legislation Alert—The TCJA greatly expanded the child tax credit and also created the credit for other dependents. With the potential sunset of the TCJA in 2026, the child tax credit could drop from $2,000 per child to $1,000 per child, and be phased out for married filing jointly taxpayers with incomes in excess of $130,000 rather than $440,000. In addition, the $500 credit for other dependents (such as those over age 16) would also go away if Congress does not act. Extending and even expanding the child tax credit has bipartisan support, so any tax reform legislation is likely to include at least an extension of the child tax credit enhancements created under the TCJA.

Itemized Deduction Planning

18. Pay any medical bills in 2024. The medical expense deduction floor remains at 7.5 percent of AGI for taxpayers who itemize their deductions. Additionally, the deduction is not an alternative minimum tax (AMT) preference item, meaning that even taxpayers who are subject to the AMT benefit from deductible medical expenses.

Therefore, be sure to pay all medical costs for you, your spouse and any qualified dependents in 2024 if, with payment, your medical expenses are projected to exceed 7.5 percent of your 2024 AGI, as this will lower your tax liability for 2024. You also may wish to accelerate any qualified elective medical procedures into 2024 if appropriate and deductible.

Observation—Some married taxpayers may be tempted to file married filing separately in order to take advantage of a lower AGI floor, which would allow a larger medical deduction. While medical expenses are still allowed as a deduction under the AMT, filing separately may subject the separately filing spouses to the AMT, as AMT exemptions are much smaller for the married filing separately filing status than for married filing jointly. Consult your tax advisor if you are engaging in medical deduction planning, as there may be unintended consequences.
Planning Tip—Precise timing of year-end medical payments remitted by credit card or check can yield tax savings. All eligible medical expenses remitted by credit card before the end of the current year are deducible on this year’s return, even if you are not billed for the charge until January. If you pay by a check that is dated and postmarked by December 31, it will count as a payment incurred this year even if the payee does not deposit the check until the new year (assuming the check is honored when presented for payment).
Observation—There are differences between a dependent for purposes of the medical expense deduction and a dependent for other tax matters. Generally, the qualifications to consider someone a dependent for the medical expense deduction are less rigorous than other dependent qualification and, therefore, you may have medical dependents outside of the dependents listed on your tax return. For example, you can include medical expenses for an individual who would have qualified as your dependent but for having gross income over $5,050, filing a joint return or being eligible to be claimed as a dependent on someone else’s tax return. If you have paid medical expenses on someone’s behalf, it may be worthwhile to explore if they could qualify as your dependent for purposes of this deduction.

19. Defer your state and local tax payments until 2025. The limitation of the state and local tax deduction was one of the most notable changes enacted by the TCJA in 2017. In 2024, the deduction limit for state and local income or sales and property taxes of $10,000 per return ($5,000 in the case of a married individual filing separately) remains unchanged, though each year more and more states introduce measures to try and circumvent this limitation, such as pass-through entity (PTE) tax arrangements that will enable a deduction at the individual level. See the next observation below.

Potential Legislation Alert—The state and local tax (SALT) deduction limitation is one of the most debated parts of the TCJA, scheduled to sunset at the end of 2025. During the presidential campaign, President-elect Trump indicated that he wanted to eliminate the limitation entirely and allow the full amount of state and local taxes to be deducted. However, Project 2025, which may influence many Republicans, called for the full repeal of the state and local income tax deduction. There are also discussions about doubling the cap from $10,000 to $20,000. As policy proposals are suggested by the administration in 2025, please look out for our Alerts on this very important matter, or consult TAG or your qualified tax advisor so planning can be timely enacted.
Planning Tip—If you live in a state with either high income, sales or real estate taxes and you are not subject to AMT, this could significantly change your tax calculation. As the year draws to a close, if you have already exceeded the $10,000 in state and local tax payments deductible under current law, you may wish to consider postponing any additional payments into early 2025, where appropriate. For many taxpayers, prepaying state and local taxes will be of no benefit in 2024. Generally, we advise many taxpayers to accelerate deductions into the current year where possible. However, if an additional state or local tax payment has no federal tax benefit in 2024, capitalize on the time value of money and pay the tax in 2025 if you can do so without incurring penalty and interest.
Observation—IRS Notice 2020-75 outlined that “specified income tax payments” are deductible by partnerships and S corporations in computing income or loss and are not taken into account when applying the SALT limitation to a partner in a partnership or shareholder in an S corporation.

As a result, a newer type of PTE tax strategy has been enacted by many states since the SALT cap of $10,000 was established by TCJA. By imposing an income tax directly on the PTE on behalf of the respective owners, a state’s tax on PTE income now becomes a deduction for the PTE for federal income tax purposes. Generally, states with PTE elections fall within two categories: a deduction for previously taxed income (reducing state taxable income on the owner’s individual return), or a credit for the tax liability incurred by the PTE (reducing the state tax liability dollar-for-dollar on the owner’s individual return).

Currently, 36 states (up from 29 last year) and one locality assess such a tax: Alabama, Arizona, Arkansas, California, Colorado, Connecticut, Georgia, Hawaii, Idaho, Illinois, Indiana, Iowa, Kansas, Kentucky, Louisiana, Maryland, Massachusetts, Michigan, Minnesota, Missouri, Mississippi, Montana, Nebraska, New Jersey, New Mexico, New York, New York City, North Carolina, Ohio, Oklahoma, Oregon, Rhode Island, South Carolina, Utah, Virginia, West Virginia and Wisconsin. The legislature of Pennsylvania has proposed PTE tax bills in the state Senate and House that are still pending. See item 82 for more information. Please contact us or your qualified tax professional to crunch the numbers on this tax to evaluate the potential tax benefits of a workaround strategy.

20. Prepay your January mortgage payment if you will be under the mortgage interest limitation. For acquisition indebtedness incurred after December 15, 2017, the mortgage interest deduction is limited to interest incurred on up to $750,000 of debt ($375,000 in the case of a married individual filing a separate return). The mortgage interest from both a taxpayer’s primary and secondary residences remains deductible up to this balance limit on newer debt. For debt existing prior to December 15, 2017, the limit remains at the pre-TCJA amount of $1 million for original mortgage debt.

Regardless of the date incurred, home equity indebtedness not used to substantially improve a qualified home is no longer deductible. However, if a portion of the funds taken from home equity indebtedness are used to improve the property, an equal percentage of the interest paid on that debt can be deducted.

Planning Tip—It is important to consider how the proceeds of any home equity loans were used in determining whether or not the interest is deductible. While proceeds from home equity loans used to pay general household bills do not result in deductible interest, if you used the proceeds to improve your primary home, such home equity interest may be deductible. Thus, if you have a home equity loan that you originally used for other purposes and are considering paying cash for home renovations, you may wish to pay off the loan and use it for the new renovations to create deductible interest. In addition, if you are planning to refinance and your total mortgage balance will exceed $750,000, please contact us or your qualified tax professional to ensure you retain maximum deductibility and do not run afoul of certain rules related to refinancing mortgage indebtedness.
Observation—The debt used to substantially improve a qualified home must also be traceable back to the secured property for the interest to be deductible. Therefore, if you have two properties and take out a home equity loan on one property but make improvements with the loan proceeds to both properties, only the interest attributable to the improvements made on the property the loan was taken out for would be deductible. For example, suppose that you take out a $100,000 loan against your New Jersey property and use the loan proceeds to make substantial improvements of $60,000 to your New Jersey property and $40,000 of improvements to your Florida property. Since the loan was secured by the New Jersey property, the $40,000 balance used to substantially improve the Florida property will not generate deductible interest. Therefore, it is always important to consult a tax advisor before any refinance.

21. Consider paying state and local taxes, mortgage interest, medical expenses, charitable gifts, etc. (subject to limits noted within this guide) in the same year as opposed to spreading the payments over two years. By bunching deductions and deferring taxable income along with using AGI‑reducing techniques, you increase the value of all deductions and reduce your overall tax liability.

In considering the strategies noted below, however, keep in mind that if you pay a deductible expense in December 2024 instead of January 2025, you reduce your 2024 tax instead of your 2025 tax, but you also lose the use of your money for one month. Generally, this will be to your advantage from a tax perspective, unless in one month you can generate a better return on use of the funds than the tax savings. In other words, you must decide whether the cash used to pay the expense early should be for something more urgent or more valuable than the increased tax benefit.

Planning Tip—If you have already paid state and local taxes of $10,000 in 2024, waiting to pay state and local taxes until 2025 could be worthwhile―especially if the $10,000 SALT cap is modified or repealed for 2025, which is being considered by the incoming Congress and president-elect.

Taxpayers with fluctuating income should try bunching their SALT payments, itemizing their deductions in one year and taking the standard deduction in the next. For this strategy to work, however, the tax must have been assessed before the payment is made (as determined by the state or local jurisdiction).

Taxpayers can also elect to deduct sales and use tax in lieu of income taxes. Accelerating the purchase of a big-ticket item into this year is a good way to achieve a higher itemized deduction for sales taxes.

Planning Tip—Though unlikely due to decreasing but still high mortgage rates, you may wish to consider refinancing your mortgage if you can secure a rate two or more points below your current rate. Any points you paid on a previous refinancing that have not been fully amortized would be deductible in full in 2024, as long as the previous mortgage is paid off by the end of the year. In addition, even though the interest paid on a lower-rate mortgage would be less and would result in a smaller tax deduction, it also would improve your monthly cash flow. As noted above, use sound economic planning in your decision-making process rather than viewing every transaction in terms of its tax effect. Contact us or your qualified tax professional for a comprehensive assessment if you are contemplating a refinance.

The following chart illustrates the tax treatment of selected types of interest.

Interest Expense Deduction Summary*

Type of debt

Not deductible

Itemized deduction

Business or above-the-line deduction

Consumer or personal

 

 

Taxable investment [1]

 

 

Qualified residence [2]

 

 

Tax-exempt investment

 

 

Trading and business activities

 

 

Passive activities [3]

 

 

 * Deductibility may be subject to other rules and restrictions.

[1] Generally limited to net investment income.

[2] For 2024, including debt of up to $750,000 ($1 million for debt incurred prior to December 16, 2017) associated with primary and one secondary residence. Home equity loan interest deduction is suspended, unless the loan proceeds are used to buy, build or substantially improve the taxpayer’s home securing the loan.

[3] Subject to passive activity rules.

Charitable Contributions

You may wish to consider paying 2025 pledges in 2024 to maximize the “bunching” effect, perhaps through a donor-advised fund, which is a charitable giving vehicle that can assist with bunching of charitable contributions into a given year. This can be useful when you are able to make a donation but have yet to determine the timing of the distributions out of the donor-advised fund or which charities will receive the gift.

Planning Tip—Instead of making contributions in early 2025, you can make your 2025 contributions in December 2024. By making two years of charitable contributions in one year, you would increase the amount of itemized deductions that exceed the standard deduction amount, increasing their value. You could then take the standard deduction in 2025 and perhaps again in 2027, years in which you do not make any contributions. Since the TCJA’s higher standard deduction will likely be extended to avoid an effective tax increase, this planning opportunity will likely remain past 2025. If you are looking to maximize your charitable contributions, TAG or your qualified tax advisor can assist with determining whether AGI limitations will apply and the timing of the gifts to fully utilize your deduction.

In addition to achieving a large charitable impact in 2024, this strategy could produce a larger two-year deduction than two separate years of itemized deductions, depending on income level, tax filing status and giving amounts each year.

Investment Interest

This is interest on loans used to purchase or carry property held for investment purposes (e.g., interest on margin accounts, interest on debt used to purchase taxable bonds, stock, etc.). Investment interest is fully deductible to the extent of net investment income, unless incurred to purchase securities that produce tax-exempt income. Net investment income is equal to investment income less deductible investment expenses. Sources of investment income include income from interest, nonqualified dividends, rents and royalties. Investment expenses include depreciation, depletion, attorney fees, accounting fees and management fees. If you bunch your deductible investment expenses in one year so that little or no investment interest is deductible, the nondeductible investment interest can be carried forward to the following year.

By rearranging your borrowing, you may be able to convert nondeductible interest to deductible investment interest. In addition, you may be able to increase your otherwise nondeductible investment interest by disposing of property that will generate a short‑term capital gain. The extra investment interest deduction may even offset the entire tax on the gain. Disposing of property that will generate long‑term capital gain will not increase your investment income unless you elect to pay regular income tax rates on the gain. Accordingly, you should review your debt and investment positions before disposing of such property.

Planning Tip—An election can be made to treat qualified dividend income as nonqualified. This would increase the amount of net investment income, and consequently the amount of deductible investment interest. Although the election would result in qualified dividend income being taxed at the taxpayer’s top marginal income tax rate rather than, in general, at a 20 percent rate, tax savings could result. The only way to determine if this makes sense is to crunch the numbers and see if the overall tax liability decreases. Since investment interest is deductible for AMT purposes, making this election could reduce the AMT.

Medical and Dental Expenses

As discussed in item 18 above, a medical deduction is allowed only to the extent that your unreimbursed medical outlays exceed 7.5 percent of your AGI. To exceed this threshold, you may have to bunch expenses into a single year by accelerating or deferring payment as appropriate.

Planning Tip—Keep in mind that premiums paid on a qualified long-term care insurance policy are deductible as medical expenses. The maximum amount of the deduction is based on the taxpayer’s age. For example, the deduction for such premiums paid for an individual age 40 or younger is limited to $470, while the deduction for an individual age 71 or older is limited to $5,880. These limits have slightly decreased from 2023. Also keep in mind that these limitations are per person, not per tax return―so a married couple where both husband and wife are 71 or older would be entitled to a maximum deduction of $11,760, subject to the 7.5 percent of AGI floor as noted above.
Planning Tip—In certain cases, you may be able to choose an up-front, lump-sum payment for medical services in lieu of a payment plan, such as for a child’s braces. By making a lump-sum payment, the entire cost is credited in the year paid, thereby dramatically increasing your medical expenses for that year. If you prefer to not pay the up-front payment with cash, then you can pay by credit card, which is treated as a lump-sum payment for tax purposes even if the credit card bill is not paid by the end of the tax year. However, if using a credit card, you must realize that the credit card interest is not deductible. This means you should determine if incurring the interest is worth the increased medical expenses to get you over the 7.5 percent threshold.
Observation—A divorced parent generally can deduct medical payments incurred for his or her child even though the other parent claims the dependency exemption. Also, an adult child may be entitled to a deduction for the medical expenses paid on behalf of a parent, even though the child cannot claim the parent as a dependent because the parent has gross income of at least $5,050 in 2024, generally exclusive of Social Security income.

Charitable Giving

22. Plan for deduction limits when donating noncash charitable contributions. Donating appreciated securities such as stocks, bonds and mutual funds directly to charity allows a taxpayer to avoid taxes on these capital gains, though the deduction for capital gain property is generally limited to 30 percent of AGI.

For personal property, the charitable deduction for airplanes, boats and vehicles may not exceed the gross proceeds from their resale. Form 1098-C must be attached to tax returns claiming these types of noncash charitable contribution. Furthermore, donations of used clothing and household items, including furniture, electronics, linens, appliances and similar items, must be in “good” or better condition to be deductible. You should maintain a list of such contributions together with photos to establish the item’s condition. To the extent they are not in “good condition,” you will need to secure a written appraisal to deduct individual items valued at more than $500.

Observation—Substantiation of charitable contributions has grown in importance in the eyes of the courts and the IRS. If you are thinking of making a large noncash charitable contribution that is not in the form of publicly traded stock, make sure you acquire and maintain the correct information and forms needed to substantiate your deduction. Charitable contributions in excess of $250 must have a written acknowledgment from the organization, while most contributions over $5,000 will require an appraisal. The chart below is a useful guide for determining what you need to have in order to deduct your noncash charitable contribution

Noncash Contribution Substantiation Guide

Type of donation

Amount donated

Less than $250

$250 to $500

$501 to $5,000

Over $5,000

Publicly traded stock

•Receipt
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

Nonpublicly traded stock

•Receipt
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records
•Qualified appraisal
•Form 8283 Section B

Artwork

•Receipt
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records
•Qualified appraisal
•Form 8283 Section B

Vehicles, boats and airplanes

•Receipt
•Written records

•1098-C or
•Acknowledgment

•1098-C and
•Written records

•1098-C
•Written records
•Qualified appraisal
•Form 8283 Section B

All other noncash donations

•Receipt
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records
•Qualified appraisal
•Form 8283 Section B

Volunteer out-of-pocket expenses

•Receipt
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

•Acknowledgment
•Written records

 

Observation—An IRS Chief Counsel Advice memorandum indicates qualified appraisals are required for taxpayers who wish to claim a deduction for donating cryptocurrency in excess of $5,000 in a taxable year. The memorandum also advises that cryptocurrency does not meet the qualifications to be exempt from the appraisal requirement that is provided for donations of certain readily valued property―the exception that allows deductions for donations of publicly traded securities without an appraisal. Therefore, it is best practice for taxpayers to have a qualified appraisal of donated cryptocurrency. Without an appraisal, the deduction may be denied.
Planning Tip—Another noncash contribution you may consider is a conservation easement. A conservation easement allows for the permanent use of real property by a government or charity—such as preservation of open space, wildlife habitats or for outdoor recreation. The easements afford the donor a charitable contribution for the difference in the fair market value of the property prior to the grant of the easement less the value of the property after the easement. The deduction is taken in the year of the transfer even though the charity does not receive the property until a later time, if ever.

Conservation easements can have additional benefits that extend beyond federal charitable deductions. At least 16 states have programs that will provide a state tax credit. These programs can be quite involved, and proper procedures with the state must be implemented correctly and timely. However, with the passage of the TCJA and the corresponding SALT limit of $10,000, the IRS has determined that these state credits create an “expectation of a return benefit [that] negates the requisite charitable intent.” Therefore, consultation with a qualified tax professional must be conducted to arrive at the correct charitable conservation easement deduction when a state tax credit is or can be received.

It is also important to consider that a conservation easement will have an effect on the tax basis of the property. If selling the property, it is important to remember the impact of the easement on the tax basis when calculating gain. If changing tax service providers, it is important to hand your tax advisor all documents related to any prior year easements no matter how long ago the easement was obtained.

23. Make intelligent gifts to charities. With many stocks gaining ground in 2024, gifts of appreciated stock remain a great way to maximize charitable gifting while also avoiding capital gains taxes. Do not give away loser stocks (those that are worth less today than what you paid for them). Instead, sell the shares and take advantage of the resulting capital loss to shelter your capital gains or income from other sources, as explained above. Then give cash to the charity since you just sold the stock and will have the cash on hand. As for winner stocks, give them away to charity instead of donating cash, as long as you have held the stock for more than one year. Under either situation, you recognize multiple tax benefits. When gifting appreciated stock to charity, you not only avoid paying taxes on capital gains, gifts and estates, but you may be able to deduct the value of the stock for income tax and AMT purposes as well. As always, be aware that gifts to political campaigns or organizations are not deductible.

Charitable donations are subject to the same AGI limitations in 2024 as for 2023.

Deductions Allowable for Contributions of Various Property

 

Cash

Tangible personal property

Appreciated property

Public charity

60% of AGI

50% of AGI

30% of AGI

Private operating foundation

60% of AGI

30% of AGI

30% of AGI

Private nonoperating foundation

30% of AGI

30% of AGI

20% of AGI

Donor-advised fund

60% of AGI

30% of AGI

30% of AGI

 

Planning Tip—Another strategy to consider is a charitable remainder trust, where income-producing assets are transferred to an irrevocable trust. The donor or other noncharitable beneficiaries receive trust income for life or for a period of years. The donor receives an upfront charitable contribution equal to the present value of the remainder interest. The charity receives the remaining trust assets when the income interests end. For the estate tax implications of a charitable remainder trust, see item 125.
Planning Tip—Consider the use of donor-advised funds, where you can contribute cash, securities or other assets. Other assets may include valuable antiques, stamp and coin collections, art, cars and boats. You can take a deduction and invest the funds for tax-free growth while recommending grants to any qualified public charity.
Observation—It is important to confirm that the donation you are considering is contributed to an organization that is eligible to receive tax-deductible donations (known as a “qualified charity”). The IRS website has a qualified charity search tool to help you determine eligibility. Keep in mind that political contributions and contributions to Go Fund Me accounts are generally not deductible.
Planning Tip—If you donate an item to charity that is not put to a related use by the charity, usually art or collectibles, then your deduction is limited to the lesser of cost basis or fair market value at the time of contribution. Most commonly, this applies to artwork donated to an art museum and then put on display, which would be considered a related use to the donee organization. If however, you contributed artwork worth over $5,000 that is sold or disposed of within three years of your contribution, and the charity did not provide a written statement regarding related use, you may need to recapture a portion of your deduction and include the difference between your basis and the fair market value in income.

24. Consider an investment in a special-purpose entity. As an additional workaround to the SALT limitations mentioned previously in items 19 and 21, certain states also employ special-purpose entities, which allow taxpayers to make charitable contributions to certain nonprofits (usually schools) while claiming a state tax credit for the contribution. While the taxpayer generally does not receive a federal charitable contribution deduction for the amount of the contribution for which they will receive a state credit, taxpayers often receive a much greater return in tax benefits dollar-for-dollar than contributions made outside of these special-purpose entity programs. In Pennsylvania, for example, the educational improvement and opportunity scholarship tax credits (EITC/OSTC) allow taxpayers to effectively divert state tax payments to donations to private schools, scholarship organizations, pre-K programs and other education initiatives.

To illustrate, using the Pennsylvania EITC/OSTC program, suppose a taxpayer contributes $50,000 to a special-purpose LLC, which in turn contributes the funds to the EITC/OSTC program. As a member of the LLC, at year end, the taxpayer would receive a K-1 from the entity reporting a Pennsylvania state tax credit for either 75 percent or 90 percent of the contribution, depending on whether they commit to making this contribution for one or two years, respectively. Assuming a two-year commitment, the taxpayer will receive a $45,000 nonrefundable credit on their Pennsylvania income tax return, reducing the tax owed by $45,000. In addition, the taxpayer would receive a federal income tax charitable contribution deduction for the remaining $5,000. Assuming a 37 percent federal tax bracket, this would result in a federal tax benefit (reduction in tax) of $1,850. Thus, on top of the $45,000 state tax benefit, the total tax benefit from a $50,000 contribution to an EITC/OSTC would be $46,850. As the credit is nonrefundable, this assumes that the taxpayer’s state tax liability exceeds the amount of the credit. By comparison, a contribution to a non-EITC/OSTC qualifying scholarship program would realize a tax benefit of only $18,500 (37 percent of $50,000).

 

EITC/OSTC contribution

“Normal” charitable contribution

Amount of contribution (A)

$50,000

$50,000

Pennsylvania tax credit (B)

$45,000

$0

Contribution for which no state credit is given (C=A-B)

$5,000

$50,000

Federal tax rate (D)

37%

37%

Federal tax savings (E=CxD)

$1,850

$18,500

Total federal and state tax benefit (B+E)

$46,850

$18,500

Tax-Efficient Investment Strategies

For 2024, the long-term capital gains and qualifying dividend income tax rates, ranging from zero percent to 20 percent, are based on taxable income and have increased incrementally, as shown below.

Long-Term Capital Gains Rate

Single

Married Filing Jointly

Head of Household

Married Filing Separately

0%

Up to $47,025

Up to $63,000

Up to $47,025

Up to $94,050

15%

$47,026 to $518,900

$63,001 to $551,350

$47,026 to $291,850

$94,051 to $583,750

20%

Over $518,900

Over $551,350

Over $291,850

Over $583,750

In addition, a 3.8 percent tax on net investment income applies to taxpayers with modified AGI that exceeds $250,000 for joint returns ($200,000 for singles). See item 64 for more information. Here are some ways to capitalize on the lower rates as well as other tax planning strategies for investors.

Planning Tip—The capital gains rates remain largely untouched in 2024, with only small changes to the income thresholds for zero percent, 15 percent and 20 percent rates. Additionally, the zero percent capital gains rate for taxpayers in the lowest two tax brackets (10 or 12 percent) is preserved. Therefore, taxpayers should consider: (1) deferring income into 2025 in order to reduce 2024 income, and thus qualify for the zero percent capital gain rate in 2024, and/or (2) delaying the sale of appreciated long-term capital assets until 2025 if you will be within the 10 or 12 percent ordinary income tax brackets in 2025, which again will qualify use of the zero percent capital gain rate in 2025.

25. Maximize preferential capital gains tax rates. In order to qualify for the preferential lower capital gains tax rates of 20 percent, 15 percent and zero percent, a capital asset is required to be held for a minimum of one year. That is why it is paramount that, when you sell off your appreciated stocks, bonds, investment real estate and other capital assets, you are mindful of the asset’s holding period. If you have held the asset for less than one year, consider delaying the sale so that you can meet the holding period requirement (unless you have losses to offset any potential gain). Also, consider timing the sales strategically to stay within the lower tax brackets and take advantage of the zero percent or 15 percent long-term capital gains rates when possible. While it is generally unwise to let tax implications be your only determining factor in making investment decisions, you should not completely ignore them either. Also, keep in mind that realized capital gains may increase your AGI, which consequently may reduce your AMT exemption and therefore increase your AMT exposure―although this is to a much lesser extent than in prior years, given the increased AMT exemptions in recent years.

Planning Tip—In order to maximize the preferential effect of the spread between capital gain and individual income tax rates, consider receiving qualified employer stock options in lieu of a salary, converting ordinary compensation income into capital gain income.

26. Reduce the recognized gain or increase the recognized loss. When selling off any securities, the general rule is that the shares acquired first are the ones deemed sold first. However, if you opt to, you can specifically identify the shares you are selling when you sell less than your entire holding of any securities. By notifying your broker of the shares you wish to have sold at the time of the sale, your gain or loss from the sale is based on the identified shares. Additionally, many self-directed brokerage accounts also allow you to choose which shares to sell first. This sales strategy gives you more control over the amount of your gain or loss and whether it is long- or short-term. A pitfall of the specific identification method is that you cannot use any different methods (e.g., average cost method or first in, first out method) to identify shares of that particular security in the future. Rather, you will have to specifically identify shares of that particular security throughout the life of the investment, unless you obtain permission from the IRS to revert to the first in, first out method.

Planning Tip—If you have a broker/advisor managed account, in order to utilize the specific identification method, you must request that the broker or fund manager sell the shares you identify and maintain records that include both dated copies of letters ordering your fund or broker to sell specific shares and written confirmations that your orders were carried out. You also may want to check if additional fees will be involved for specific identification. Depending on the number of shares that are sold for a particular investment, it might be a very tedious and time-consuming process to have to pick each share individually, both for you and the broker. The amount of time your broker expends in doing this might result in significant fees charged, which needs to be weighed against the potential tax savings. If you have a self-directed account, any additional fees will be most likely be nominal. However, while selecting securities with higher basis now will result in a lower capital gain for the current tax year, if you plan to sell off the rest of the same securities in the future, the specific identification exercise is merely shifting the tax basis and deferring additional capital gains which will need to be recognized in future years―perhaps at lower or higher tax rates.

27. Harvest your capital losses. You should periodically review your investment portfolio to determine if there are any “losers” you should sell off. This year, even if your investments are collectively up, there are likely capital losses lurking somewhere in your portfolio. As the year comes to a close, so does your last chance to offset capital gains recognized during the year or to take advantage of the $3,000 ($1,500 for married separate filers) limit on deductible net capital loses, as potentially up $3,000 of net losses can be used to offset any ordinary income reported during the year. However, please be mindful of the wash-sale rule that could negate any capital losses realized, discussed later in item 30.

Additionally, you may want to project what your taxable income is going to be for the year before selling assets at a loss to offset long-term capital gains. For taxpayers in the lower two brackets, their capital gains rate is zero percent. It does not make sense to offset capital losses against long-term capital gains in a year in which you are in a lower tax bracket, as gains subject to the zero percent rate are not taxed, so the deduction for the capital loss would essentially be wasted.

Planning Tip—Bracket management through harvesting of capital gains may be a good strategy depending on your situation. If you are expecting to be in a higher tax bracket in the future, you may wish to consider selling assets at a gain in the current yearyou will pay tax at a lower tax rate and get a step-up in tax basis if you repurchase the same stock. The effect is that you shift recognition of capital gain from a potential higher future rate to a current lower rate. If you happen to like that particular investment position, you can repurchase the same or similar assets to maintain the upside potential and you will not be affected by the wash-sale rules as noted in item 30.

28. Take advantage of Section 1202 small business stock gain exclusion. For taxpayers other than corporations, Section 1202 of the Internal Revenue Code allows for a potential exclusion of up to 100 percent of the gain recognized on the sale of qualified small business stock (QSBS) that is held by the taxpayer for more than five years, depending on when the QSBS was acquired. The shares of the company must have been acquired after September 27, 2010, and the gain eligible for the exclusion cannot exceed the greater of $10 million or 10 times the aggregate adjusted basis of QSBS stock sold during the year. Stock issued prior to September 28, 2010, may be eligible for a smaller deferral. See the chart below. As an alternative, if the stock is held for more than six months and sold for a gain, you can elect to roll over and defer the gain to the extent that new QSBS stock is acquired during a 60-day period beginning on the date of the sale.

Stock Issuance Date

 

1202 Exclusion Percentage

 

1202 Effective Federal Tax Rate

 

Federal Tax Rate

Beginning

Ending

August 14, 1993

February 18, 2009

50%

15.9%

23.8%

February 19, 2009

September 27, 2010

75%

7.95%

23.8%

September 28, 2010

 

100%

0%

23.8%

 

Planning Tip—Be aware that if you are planning to harvest losses to offset gains, the Section 1202 taxable gain will be less than what you may have been anticipated. Accordingly, keep the Section 1202 gain exclusion in mind so you do not sell too many losers, resulting in the inability to claim all the losses harvested in 2024. Any excess loss would be carried forward to 2025 and succeeding tax years.

29. Beware of the “kiddie tax.” For a child with no earned income (e.g., wages, self-employment income), unearned income (e.g., investment income) of up to $1,300 is not taxable in 2024. The next $1,300 of unearned income will be taxed at the child’s rate. Any amount in excess of $2,600 is taxed at the marginal tax rate of the child’s parents, under what is known as the “kiddie tax.” For kiddie tax purposes, a child is defined as someone that has not yet reached the age of 18 by the end of the year, or an 18-year-old or a full-time student ages 19-23 with earned income not exceeding half of their support.

Planning Tip—A child's earned income (as opposed to unearned investment income) is taxed at the child's regular tax rates, regardless of amount. Therefore, business owners may consider hiring the child and paying a reasonable compensation to save taxes.
Observation—The net investment income tax (NIIT) is assessed on a taxpayer-by-taxpayer basis and is not subject to the kiddie tax rules unless the child exceeds the single-filer threshold for triggering NIIT. Therefore, there may still be possible savings in transferring assets to children subject to the kiddie tax if the parent is paying NIIT on the investment income. Of course, any time you are transferring assets, be certain to keep the gift tax in mind.
Planning Tip—Various measures can be taken to avoid or minimize the kiddie tax. Among those measures, consider investing a child’s funds in one or more of the following.
  • Owners of Series EE and Series I bonds may defer reporting any interest (i.e., the bond’s increase in value) until the year of final maturity, redemption or other disposition. (If held in the parent’s name and used for qualified higher education expenses, and assuming certain AGI requirements are met, the income is not taxed at all.)
  • Municipal bonds produce tax-free income (although the interest on some specialized types of bonds may be subject to the AMT).
  • Growth stocks that pay little dividends and focus more on capital appreciation should be considered. The child could sell them after turning 24 and possibly benefit from being in a low tax bracket. Selling them before then could convert a potential zero percent income tax on the gain into a 20 percent income tax.
  • Funds can be invested in mutual funds that concentrate on growth stocks and municipal bonds that limit current income and taxes. They may also limit risk through investment diversification.
  • Unimproved real estate that will appreciate over time and does not produce current income will limit the impact of the kiddie tax.
  • Section 529 plans offer investors the opportunity to experience tax-free growth, so long as distributions are used to fund qualified education expenses, discussed later at item 47. In addition, contributions to a 529 plan may qualify the donor for a deduction on his or her state income tax return.

30. Keep the wash-sale rules in mind. Frequently overlooked, the wash-sale rule makes it so that no deduction is allowed for a loss if you acquire substantially identical securities within a 61‑day period beginning 30 days before the sale and ending 30 days after the sale. Instead, the disallowed loss is added to the cost basis of the new security. However, there are ways to avoid this rule. For example, you could sell a security at a loss and use the proceeds to acquire similar but not substantially identical investments. If you desire to preserve an investment position and realize a tax loss, consider the following options:

  • Sell the loss securities and then wait 31 days to purchase the same securities. The risk in this strategy is that any potential appreciation in the stock that occurs during the waiting period will not benefit you.
  • Sell the loss securities and then reinvest the proceeds in shares of a mutual fund that invests in securities similar to the one you sold, or reinvest the proceeds in the stock of another company in the same industry. This approach considers an asset’s industry as a whole, rather than a particular stock. After 30 days, you may wish to repurchase the original holding. This method can reduce the risk of missing out on any potential appreciation during the waiting period.
  • Buy additional shares of the same security (double up), wait 31 days and then sell the original lot, thereby recognizing the loss. This strategy will allow you to maintain your position but also increases your downside risk.

Keep in mind that the wash-sale rule typically will not apply to sales of debt securities (such as bonds) since such securities usually are not considered substantially identical due to different issue dates, rates of interest paid and other terms.

Observation—The wash-sale rule applies directly to the investor, not each individual brokerage account they hold. Selling shares in one account with one broker and then buying them back with another broker is not a workaround solution. If trades are made in different accounts, the taxpayer is ultimately responsible for wash-sale tracking.
Planning Tip—As discussed later at item 37, the IRS classifies cryptocurrencies as “property” rather than as securities, which means that wash-sale rules do not apply to them and that a taxpayer can sell a cryptocurrency at a loss and buy it back immediately without having to forego deducting the loss under wash-sale rules. This loss can then be used to offset other capital gains incurred during the tax year.
Potential Legislation Alert—While the wash-sale rule currently does not apply to cryptocurrency transactions, this could potentially change in the near future, as applying the wash sale rule to cryptocurrency would be a politically acceptable revenue raiser to offset any tax cuts in the next Congress. If you are selling and repurchasing virtual currency, be sure to keep the wash-sale rule in the back of your mind and stay tuned for updates.

31. Lower your tax burden with qualified dividends. The favorable capital gain tax rates (20, 15 or zero percent) make dividend-paying stocks extremely attractive, since these preferential lower rates will remain intact for 2024. Keep in mind that to qualify for the lower tax rate for qualified dividends, the shareholder must own the dividend-paying stock for more than 60 days during the 121-day period beginning 60 days before the stock’s ex-dividend date. For certain preferred stocks, this period is expanded to 90 days during a 181-day period.

Observation—While dividends paid by domestic corporations generally qualify for the lower rate, not all foreign corporation dividends qualify. Only dividends paid by so-called qualified foreign corporations, which include foreign corporations traded on an established U.S. securities market (including American depositary receipts), corporations organized in U.S. possessions and other foreign corporations eligible for certain income tax treaty benefits, are eligible for the lower rates. Finally, beware of investments that are marketed as preferred stocks but are actually debt instruments, such as trust-preferred securities or certain real estate investment trusts. Dividends received on these instruments are generally not qualified dividends and therefore do not qualify for the preferential capital gain tax rates.
Planning Tip—To achieve even greater tax savings, consider holding bonds and other interest-yielding securities inside qualified plans and IRAs while having stocks that produce capital gains and qualified dividend income in taxable accounts. In addition, as a taxpayer approaches retirement, it may be more beneficial to invest in equities outside of the retirement accounts so they may take advantage of the more favorable capital gains rates when they decide to cash in their investments to satisfy retirement-related expenses.

32. Consider tax-exempt opportunities from municipal bonds, municipal bond mutual funds or municipal exchange-traded funds. If you are in a high tax bracket, it may make sense to invest in municipal bonds. Tax‑exempt interest is not included in adjusted gross income, so deduction items based on AGI are not adversely affected. As long as your investment portfolio is appropriately diversified, greater weight in municipal bonds may be advantageous. However, be mindful of the AMT impact on income from private activity bonds, which is still a preference item for AMT purposes. In general, a private activity bond is a municipal bond issued after August 7, 1986, whose proceeds are used for a private (i.e., nonpublic) purpose. Accordingly, review the prospectus of the municipal bond fund to determine if it invests in private activity bonds. Anyone subject to the AMT, including those with incentive stock options, should avoid these funds.

Planning Tip—Tax-exempt interest is not included when calculating the net investment income tax, which, if you are already over the NIIT threshold, should be considered when determining your investment allocations as municipal funds will generate an even larger bang for your buck.
Planning Tip—Keep in mind that although interest rates for state and local municipal bonds are usually lower, they may still provide a higher rate of return after taxes than a taxable investment, depending on your tax rate. Consider the tax-equivalent yield, which factors tax savings into the municipal bond’s yield, for a more accurate comparison when determining if municipal bonds are advantageous for you.
Observation—Depending on what type of tax-exempt securities you invest in and where you live, you could generate interest that is double or triple tax-exempt if the bond is issued by the state or municipality in which you live. Double tax-exempt investment income is income that is not taxed at the federal or state level. If you live in a locality that also has a tax on investment income (like Philadelphia’s school income tax), you may also achieve triple tax-exempt income, which is when your tax-exempt interest is not taxed at the federal, state or local level.
Observation—Do not let tax savings be your only concern here. Also, make sure you truly understand how the tax savings works. As the interest rate is usually lower on tax-exempt municipal bonds, the tax savings might make up for the lower interest rate, but not always. Something taxpayers should be aware of, however, is that if you purchase a bond at a premium (more than the bond’s face value), the extra amount that you pay does not get returned to you at the end of the bond’s life. Investors typically purchase bonds at a premium because it pays a higher interest rate than similar bonds being offered at that time. However, the lower interest rate of a municipal bond on average offsets the goal of maximizing the interest, and paying a premium on a tax-exempt bond further reduces the tax-equivalent yield. There of course could be reasons other than tax savings to purchase a municipal bond, such a credit rating and security, but one should be particularly wary of purchasing a tax-exempt bond at a premium. As always, the goal should not necessarily be to save taxes, but to maximize your net after-tax return.

33. Time your mutual fund investments. Before investing in any mutual funds prior to February 2025, you should contact the fund’s manager to confirm whether dividend payouts attributable to 2024 are expected. If such payouts do occur, part of your potential investment could be subject to tax in the prior year. In order to minimize 2024 tax implications, investments with such payouts should be avoided, especially if they will include large capital gain distributions. Additionally, not all dividends from mutual funds are considered “qualified” dividend income and therefore could be subject to your marginal income tax rate, rather than the preferential 20 percent, 15 percent or zero percent capital gains tax rates.

Illustration—Mutual fund values are based on the net asset value of the fund. If you were to receive a distribution of $25,000, the value of your original shares would decrease by $25,000―the amount of the dividend payment. Furthermore, if you are enrolled in an automatic dividend reinvestment plan, the $25,000 dividend would purchase new shares, leaving the value of your fund similar to your original investment amount. However, the $25,000 dividend payout would be subject to tax―and if it is not a “qualified” dividend, could be subject to a tax rate of up to 37 percent. If you had invested after the dividend date, you would own approximately the same number of shares but would have paid no tax!

34. Determine if there is worthless stock in your portfolio. Stock that becomes worthless is deductible (typically as a capital loss) in the year that it becomes worthless. The loss is calculated based on your basis in the stock, though you may need a professional appraiser’s report or other evidence to prove the stock has no value. In order to avoid going through the appraisal process, consider selling the stock to an unrelated person for at least $1, or by writing a letter to the officers of the company stating that you are abandoning the stock. Doing so will eliminate the need for an appraiser’s report and further substantiates a loss deduction.

Observation—You may potentially not discover that a stock you own has become worthless until after you have already filed your tax return. In that case, you would be required to file an amended tax return for that year in order to claim an overpayment or refund due to the loss. For worthless stocks, you can amend a return for up to seven years from the due date of your original return or two years from the date you paid the tax, whichever is later. This seven-year lookback is an exception to the normal time frame allowed for amended returns, as the IRS is aware of the difficulty in determining when a security became truly worthless.

Additionally, if the stock qualifies as Section 1244 small business stock, a loss of up to $50,000 for single and $100,000 for married filing jointly taxpayers can offset ordinary income, with any excess treated as a capital loss.

35. Consider the largest tax benefit as a homeowner. Federal law (and many, but not all, states) allows an individual to exclude, every two years, up to $250,000 ($500,000 for married couples filing jointly) of gain realized from the sale of their principal residence. To calculate the gain and support an accurate tax basis, maintain records of original cost, improvements and additions. The exclusion ordinarily does not apply to a second home or a vacation home. However, with careful planning, you may be able to apply the exclusion to multiple homes. Note that losses on the sale of personal residence are generally not deductible.

Illustration—If you convert your vacation home to your principal residence, you can then claim the allowable exclusion on your former vacation home. Of course, the former vacation home must be used as a principal residence for a minimum of two years out of the five years prior to its date of sale. Establishing residency and use is critical to the success of this technique. Proper conversions result in an additional $250,000/$500,000 of tax‑free gain. However, you may still have taxable gain to the extent of depreciation previously claimed. The same strategy applies when two individuals plan to get married and each owns his or her own principal residence. If one of the residences is not sold before marrying, it may not qualify as a principal residence on a subsequent sale if the residency and use requirements are not met. The result could be a fully taxable sale. If a principal residence is sold before the two-year period is met, you may qualify for a partial gain exclusion if the sale was due to a change in workplace location, a health issue or certain unforeseeable events.
Observation—Gain on the sale of a principal residence cannot be excluded if the home was acquired in a like-kind exchange within five years from the date of sale. Therefore, an individual who owns a principal residence, which was originally acquired in a like-kind exchange, must wait five years before selling the property in order to take advantage of the home gain exclusion.
Planning Tip—For many individuals, their greatest asset is the appreciated equity in their home. As you advance toward retirement, it is important to consider your home as an investment. If you plan to downsize in later years (e.g., after the kids have left the nest), this exclusion can help you realize up to $250,000 ($500,000 for married couples) of the appreciated equity in your home tax-free. It is commonly regarded as the greatest tax benefit for most Americans.

36. Consider like-kind exchanges. A like-kind exchange (aka a Section 1031 exchange) provides a tax-free alternative to selling real property held for investment or for productive use in a trade or business. The traditional sale of property may cause recognition of any gain resulting in tax on the sale. Conversely, a like-kind exchange avoids the recognition of gain through the exchange of qualifying like-kind properties. The gain on the exchange of like-kind property is effectively deferred until the property received in exchange is sold or otherwise disposed. Since 2018, like-kind exchanges are only available for real property sales. If, as part of the exchange, other (not like-kind) property or money is received, gain must be recognized to the extent of the other property and money received. Losses cannot be recognized. Also keep in mind that real property in the United States is not like-kind to real property outside the United States.

Observation—Although a like-kind exchange is a powerful tax planning strategy, it includes certain risks. Simply put, it postpones the tax otherwise due on the property exchanged, but it does not eliminate it. The gain will eventually be recognized when the acquired property is sold. If the property is worth less than the tax basis in it, do not consider a like-kind exchange, as the loss would also be deferred under the like-kind exchange rules. Instead, sell it and take the loss now.
Planning Tip—Like-kind exchanges provide a valuable tax planning opportunity if:
  • You wish to avoid recognizing taxable gain on the sale of property that you will replace with like-kind property;
  • The expected tax rate when you eventually sell the like-kind property will be lower compared to the current tax rate;
  • You wish to diversify your real estate portfolio without tax consequence by acquiring different types of properties using exchange proceeds;
  • You wish to take advantage of a very useful estate planning technique (when beneficiaries inherit like-kind property, their cost basis in the property is stepped up to the fair market value of the property on the date of inheritance); or
  • You would generate an alternative minimum tax liability upon recognition of a large capital gain in a situation where the gain would not otherwise be taxed. (The like-kind exchange shelters other income from the alternative minimum tax.)

37. Understand the tax implication of any transactions involving digital assets. Exchanges of digital assets, such as cryptocurrencies, can occur on either a traditional or a decentralized exchange (DEX). Traditional exchanges are centralized financial institutions that collect know-your-customer information from taxpayers such as ID, proof of income and proof of address. A DEX is a peer-to-peer marketplace where transactions occur directly between individuals. There is no intermediary that holds the cryptocurrency and the taxpayer can currently remain pseudonymous. Taxpayers who use traditional exchanges can now expect to receive documentation such as an Excel file or brokerage statement reporting cryptocurrency transactions that occurred throughout the year. On DEX platforms, taxpayers must track the transactions involving cryptocurrency themselves in order to accurately report their income.

Gains and losses from the sale (including use or disposition) of cryptocurrencies, just like the sale of stock, must be reported on your tax return. Proper recording of basis in cryptocurrency can significantly decrease the capital gains.

Planning Tip—For tax year 2025, the Treasury Department and IRS released final regulations on the sale and exchange of digital assets by brokers as part of the implementation of the Infrastructure Investment and Jobs Act. The regulations result in increased requirements on brokers of digital assets to report certain sales and exchanges on a new Form 1099-DA beginning in 2026 for sales and exchanges occurring in 2025. Effectively, the regulations align tax reporting on digit assets with existing rules for tax reporting on other assets, such as reporting sales of stock on Form 1099-B. For taxpayers who engage in transactions involving digital assets through a broker, this will simplify tracking the basis and calculating gains of digital asset transactions for the purpose of accurately reporting income.

The final regulations do not include requirements for customers who operate on a DEX platform, but the Treasury Department and the IRS have noted that final regulations will be forthcoming. It is assumed that these regulations will require DEXs that receive income from facilitating the transaction to collect know-your-customer information (the mandatory process of identifying and verifying individual information) and report transactions between users. Since these platforms were largely modeled to avoid collecting such information, this requirement would be a strenuous undertaking for current DEXs. It is likely that individual taxpayers engaging with impacted DEXs will likely be required to sacrifice their pseudonymity or leave the platform.

Observation—In recent years, the IRS has continuously assessed the digital asset ecosystem and has released various publications and guidance in response. Estimating the tax gap from digital asset transactions is difficult in nature and the IRS is continually making improvements to close the gap and ensure tax laws are followed. Digital assets will continue to be a focal point for increased regulations and monitoring. We continue to carefully monitor and study changing tax legislation. As major tax developments and opportunities emerge, we are always available to discuss the impact on your personal or business situation.
Planning Tip—Not only do you have to recognize a gain or loss when you exchange virtual currency for other types of currencies, you also have to recognize the gain or loss upon exchange of the virtual currency for other property and/or services. So if you buy something online with virtual currency, that is a reportable transaction; if you purchase a subscription with virtual currency, that is also a reportable transaction. In short, using virtual currency like a regular currency is not recommended because it substantially increases the complexity of taxpayers’ filings and can increase tax liability. Speculate on it like a normal investment (if you dare). Your tax accountant may thank you with a smaller bill for your tax return.
Planning Tip—The IRS issued preliminary guidance related to the treatment of certain nonfungible tokens (NFTs) as collectibles, which would result in higher tax rates levied on certain NFT sales than others. NFTs are defined by the IRS to be “a unique digital identifier that is recorded using distributed ledger technology and may be used to certify authenticity and ownership of an associated right or asset.” An NFT can give the holder the right to a digital file, but it can also provide the holder a right to an asset that is not a digital file, such as ownership of a physical item or the right to attend an event. Until further guidance is issued, the IRS intends to determine an NFT’s treatment by using a “look-through analysis.” Under this method, an NFT is treated as a collectible if the specific NFT’s associated right or asset falls under the IRS’ existing Section 408(m) definition of collectibles. For example, an NFT that certifies ownership of a physical gem would be considered a collectible because gems are considered collectibles under Section 408(m). However, an NFT certifies the right to a plot of land in a virtual space would not be considered a collectible. Therefore, under this preliminary guidance, gains from the sale of the gem NFT would be taxed at the typically higher rate for collectibles, while the sale of the land NFT would be taxed at a typically lower capital gains rate. While this guidance is subject to change, considering the specifics of an NFT before purchasing could lead to a lower tax burden in the future.
Observation—With Bitcoin and other virtual currencies setting record highs in 2024, many investors will have large gains from virtual currencies in 2024. Many of the same strategies applicable to stock also apply to virtual currencies. You may wish to harvest other losses to offset the gain (as discussed at item 27) or donate appreciated virtual currencies to charity (see item 23).
Planning Tip—Prior to finalizing the regulations on broker reporting, Treasury and the IRS permitted taxpayers to use the universal method for tracking tax basis in digital assets. The universal method assumes all of a taxpayer's digital assets are held in one wallet or account, even if they are actually owned in multiple wallets or accounts. Upon sale of a digital asset, the taxpayer-owner could specifically identify the tax basis for the digital asset sold from the pool of digital assets. This would result in a remaining digital asset with used basis and an "orphaned" basis with no digital asset (i.e., a unit of unused basis). Thus, taxpayers who have been using the universal method for years may have a significant number of digital assets with no tax basis attached. In 2024, the IRS has issued critical guidance via Revenue Procedure 2024-28 for taxpayers that addressed the shift from prior practices—such as applying the first in, first out method universally or using multiwallet approaches—to the updated rules requiring tax basis methods to be applied at a more granular level via wallet or account. This transition is essential for taxpayers to ensure compliance when disposing of digital assets after January 1, 2025. Rev. Proc. 2024-28 provides new regulations governing the calculation and allocation of cost basis for digital assets transactions.

Rev. Proc. 2024-28 grants relief to taxpayers who historically used the universal method as they transition to the new requirements. Taxpayers may elect to use a safe harbor under Rev. Proc. 2024-28 to make a reasonable allocation of digital asset units of unused basis to a wallet. This allocation must be done account-by-account. This transition is crucial for taxpayers to ensure compliance is met when disposing of digital assets after January 1, 2025. This safe harbor may present an opportunity to favorably allocate basis, but you must act soon.

38. Determine your level of participation in activities to either avoid or qualify for passive activity loss treatment. In general, losses from a passive activity are subject to more limitations (and therefore are less beneficial) than nonpassive losses. Passive activities generally occur when the taxpayer does not materially participate in the activity. The IRS regulations and statutory authority lay out a number of factors that determine whether an activity should be considered passive. Typically, when an individual spends more than 500 hours participating in an activity during the year, the activity will not be considered passive. This 500-hour requirement can include your spouse’s participation even if they do not own any interest in the activity or if you and your spouse file a separate returns. There are also other exceptions that allow passive activities to be classified as active, including participation during five of the preceding 10 tax years or having spent more than 100 hours on the activity during the year, which equals or exceeds the involvement of any other participant. You may also want to generate passive income to utilize passive losses, which would otherwise be suspended.

As for real estate professionals, eligible taxpayers may deduct losses and credits from rental real estate activities in which they materially participate since they will not be treated as passive and may be used to reduce nonpassive income. For these purposes, an eligible taxpayer spends more than 750 hours of services during the tax year in real property trades or businesses. In addition, more than 50 percent of the personal services that a taxpayer performs in all trades or businesses combined during the tax year must be performed in real property trades or businesses in which the taxpayer materially participates. On the other hand, a taxpayer’s personal use or rental to others of a vacation home during the last few days of the year may have a substantial tax impact.

39. Consider the benefits of selling your passive activities to trigger use of suspended losses. Taxpayers can use passive losses to offset nonpassive income in the year in which they dispose of or abandon their entire interest in the activity in a taxable transaction, whether the transaction results in a gain or a loss.

Planning Tip—If you have adequate capital gains, selling a passive activity for a capital loss will allow you to use this capital loss against the capital gains, while also deducting prior year suspended losses from that passive activity. If the sale results in a gain, this may still be a sound strategy since the gain will be taxed at a rate lower than the ordinary tax rate permitted for the passive loss. Once again, crunch the numbers to determine the tax impact.

40. Make the most of your pass-through entities’ losses by ensuring you have adequate tax basis in your S corporations or partnerships. Losses can only be claimed from a flow-through entity if you have sufficient tax basis in the entity. In order to increase your basis and potentially free up losses, you may wish to contribute cash to the entity by either increasing your equity or debt in the venture. Keep in mind that loans made by a third-party lender to an S corporation and guaranteed by an S corporation shareholder do not increase the shareholder’s basis. The loan must be made directly from the S corporation shareholder to the S corporation in order to increase his or her debt basis. Form 7203 can be helpful in determining tax basis.

Planning Tip—Make sure you retain records of the amount you have at risk in each of your businesses or for-profit activities. This will allow the use of losses and deductions incurred in the activity and avoid unexpected recapture in future years if the at-risk amount is ever reduced to zero. Be proactive and consider ways to increase your basis ahead of time and weigh that against the economic exposure involved if you anticipate your at-risk amount is approaching zero.

Planning for Retirement

41. Participate in and maximize payments to 401(k) plans, 403(b) plans, SEP (simplified employee pensions) plans, IRAs, etc. These plans enable you to convert a portion of taxable salary or self‑employed earnings into tax-deductible contributions to the plan. In addition to being deductible themselves, these items increase the value of other deductions since they reduce AGI. Deductible contributions to IRAs are generally limited to $7,000 in 2024, while substantially higher amounts can be contributed to 401(k) plans, 403(b) plans and SEPs. For 2024, the deduction for IRA contributions starts being phased out if you are covered by a retirement plan at work and your AGI exceeds $77,000 for single filers and $123,000 for married joint filers. In 2024, $23,000 may be contributed to a 401(k) plan as part of the regular limit of $69,000 that may be contributed to a defined contribution (e.g., money purchase, profit‑sharing) plan. This limit includes both employer and employee contributions. These limits are reflected in the table below. Don’t forget that additional catch-up contributions are allowed for those taxpayers age 50 and above, as noted in the table.

IRAs can be established and contributed to as late as April 15, and contributions can be made to an existing IRA on the due date of your return. In addition, SEPs can be established and contributed to as late as the due date of your return, including extensions, or as late as October 15, 2025, for tax year 2024.

Planning Tip—Often, teenagers have summer or part-time jobs to earn extra spending money, while learning responsibility and valuable life skills. Retirement is usually the last thing on these teens’ minds. Since these jobs generate compensation, these teenagers are eligible to make either Roth or traditional IRA contributions up to the lesser of $7,000 or 100 percent of their compensation in 2024. A particularly generous parent, grandparent or other family member may wish to contribute to the child’s IRA by gifting the child the contribution, keeping in mind the gift tax, if any. A gift of $7,000 to a Roth IRA now will be worth significantly more, tax-free, when the child retires in 50 years or so.

A 401(k) plan can also be converted into a Roth IRA, but there are potential tax considerations. Please see item 44 for more information.

Planning Tip—Catch-up contributions currently allow taxpayers age 50 and older to set aside additional dollars over the standard maximum contributions to workplace retirement plans. Beginning in 2025, individuals who are between 60 to 63 years old will be allowed to make even higher catch-up contributions, indexed to inflation. For tax year 2025, the higher catch-up contribution for workplace retirement accounts is $11,250 (see item 4). 
Observation—Roth 401(k) accounts can be established to take after-tax contributions if the traditional 401(k) plan permits such treatment. Some or all of the traditional 401(k) contributions can be designated by the participant as Roth 401(k) contributions, subject to the maximum contributions that already apply to traditional 401(k) plans (including the catch-up contributions), as reflected in the table below. The Roth 401(k) contributions are not deductible, but distributions from the Roth 401(k) portion of the plan after the plan has been open for more than five years and the participant reaches age 59½ are tax-free.

Annual Retirement Plan Contribution Limits

Type of plan

2023

2024

2025

Traditional and Roth IRAs

Catch-up contributions (ages 50-plus) for traditional and Roth IRAs

$6,500

$1,000

$7,000

$1,000

$7,000

$1,000

Roth and traditional 401(k), 403(b) and 457 plans

Catch-up contributions (ages 50-59, and 64-plus) for 401(k), 403(b) and 457 plans

Catch-up contributions (ages 60-63) for 401(k), 403(b) and 457 plans

$22,500

 

$7,500

 

 

$7,500

 

$23,000

 

$7,500

 

 

$7,500

 

$23,500

 

$7,500

 

 

$11,250

 

SIMPLE plans

Catch-up contributions (ages 50-59, and 64-plus) for SIMPLE plans*

Catch-up contributions (ages 60-63) for SIMPLE plans

$15,500

$3,500

 

 

$3,500

$16,000

$3,500

 

 

$3,500

$16,500

$3,500

 

 

$5,250

SEPs and defined contribution plans**

$66,000

$69,000

$70,000

*Beginning in 2024, SIMPLE elective deferral limits are increased by 10 percent of the amount shown above if the employer has 25 or fewer employees or 26 to 100 employees when the employer contributes either 3 percent of compensation or 4 percent of an employee’s elective deferrals. For 2024, this 10 percent increase will translate to $17,600 for employees under 50 and $21,450 for employees age 50 or older.

**Annual limits for compensation must be taken into account for each employee in determining contributions or benefits under a qualified retirement plan. For 2024, the limit as adjusted for inflation is $345,000.

Planning Tip—As long as one spouse has $14,000 of earned income in 2024, each spouse can contribute $7,000 to their IRAs. The deductibility of the contributions depends on the AGI reflected on the tax return and on whether the working spouse is a participant in an employer-sponsored retirement plan. Keep in mind that an individual is not considered an active participant in an employer-sponsored plan merely because their spouse is an active participant for any part of the plan year―so it is possible that contributions to the working spouse’s IRA are nondeductible while contributions to the nonworking spouse’s IRA are deductible. In addition, catch‑up IRA contributions, described above, are also permitted.

42. Contribute to an IRA even after traditional retirement age. With the passage of the original SECURE Act in 2019, there is no longer an age limit for individuals who choose to contribute toward a traditional IRA. Before 2020, those who turned 70½ during the taxable year were ineligible to make any further contributions to their retirement account. Keep in mind that in order to contribute to a traditional IRA, a taxpayer needs to have earned income from a job or self-employment, so this only affects those seniors that are continuing to work after age 70½. The contribution limit for IRAs has increased to $6,500 ($7,500 for those age 50 and over), and the deductibility of contributions may be limited based on income or your eligibility for an employer plan.

43. Avoid potential penalties for not taking a required minimum distribution (RMD). Due to the passage of the SECURE Act 2.0, the required RMD from traditional IRA, SEP IRA, SIMPLE IRA and retirement plan accounts must be made by an account owner who reaches age 73. Generally, you must take your RMDs by December 31 each year, except that you can delay your first RMD until April 1 of the year after you reach 73. For example, if you turned 73 during 2024, you would have until April 1, 2025, to take your first RMD. However, if you opt to delay taking your first RMD until the first quarter of 2025, be aware that for 2025, you will technically be taking two years’ worth of RMD, which will increase your 2025 taxable income. The penalty for not taking an RMD can be excessive: 25 percent of the required distribution that is not taken by the deadline. However, if you can rectify the missed RMD within two years, the penalty could be lowered to only 10 percent.

Observation—Although the annual RMD is calculated for each IRA separately, you are allowed to aggregate your RMD amounts for all of your IRA accounts and choose to withdraw the total from only one IRA, or any amount from each of your IRAs as long as the combined total meets the total RMD for all accounts. Consider reviewing the portfolio of each IRA when deciding which IRAs should be distributed to fulfill the RMD. Be aware that any excess distributions over the RMD will not count toward future years’ RMDs.

Certain individuals still employed at age 73 are not required to begin receiving minimum required distributions from qualified retirement plans (traditional 401(k), profit sharing, defined benefit plans, 403(b)s, etc.) until after they retire, representing another often overlooked method of deferring tax on retirement savings. Beginning in 2024, Roth 401(k), 403(b) and Roth 457 plans are no longer subject to RMDs until the death of the plan participants.

44. Maximize wealth planning through Roth conversions. Converting a traditional retirement account such as a 401(k) or IRA into a Roth 401(k) or Roth IRA will create taxable income upon conversion and allow tax-free distributions in retirement. There are many good reasons (and a few bad ones) for converting a 401(k) or traditional IRA to a Roth account. Good reasons include:

  • You have special and favorable tax attributes that need to be consumed such as charitable deduction carryforwards, investment tax credits and net operating losses, among others;
  • You expect the converted amount to grow significantly, and tax-free growth is desired;
  • Your current marginal income tax rate is likely lower than at the time of distribution (retirement);
  • You have sufficient cash outside the 401(k) or traditional IRA to pay the income tax due as a result of the conversion;
  • The funds converted will not be required for living expenses or other needs for a long period;
  • You do not expect to need the distributions from the IRA in retirement, since Roth IRAs do not require RMDs;
  • You expect your spouse to outlive you and will require the funds for living expenses;
  • You expect to owe estate tax, as the income tax paid in connection with the conversion would reduce the taxable estate; and
  • Your assets in the traditional IRA currently may have depressed in value.

If you decide to rollover or convert from a 401(k) or traditional IRA to a Roth account and you also expect your AGI and tax bracket to remain more or less constant, you should consider staggering the total amount you plan to shift over a period of years. For example, a taxpayer who plans to convert a total of $185,000 from a regular IRA to a Roth IRA should consider converting $37,000 per year for five years. This strategy may prevent the conversion from pushing a taxpayer into a higher tax bracket, since the conversion is fully taxable on the amount converted.

Keep in mind that a conversion cannot be recharacterized afterward, so careful planning is needed.

Planning Tip—Before transferring assets to a Roth account, carefully analyze which one would provide the greater benefit and consider the impact of the rollover or conversion on your effective tax rate. Taxpayers should consider whether they have unrealized losses in brokerage accounts that can be harvested to lower their taxable income and reduce the “hit” from a Roth conversion. Also keep in mind that a conversion to a Roth IRA does not satisfy the RMD requirement for the traditional IRA for the tax year if you are currently subject to RMDs.
Planning Tip—Many taxpayers are prevented from making a Roth IRA contribution due to their modified AGI. For 2024, Roth contributions are prohibited for couples filing jointly whose modified AGI exceeds $240,000 and for singles and head of household filers whose AGI exceeds $161,000. However, this limitation can be worked around by making a so-called backdoor Roth contribution. A taxpayer can make nondeductible contributions to a traditional IRA and subsequently convert these contributions into a Roth IRA without being subject to the AGI limitation. Any income earned on the account between the time it was a nondeductible IRA and the time of conversion to a Roth would be required to be picked up as income, though many taxpayers contribute to the traditional IRA and convert to the Roth within a short period of time to avoid this issue.

One potential downside of a backdoor Roth conversion is that the conversion may increase modified AGI for purposes of the NIIT, subjecting investment income to a 3.8 percent tax. While the conversion will create taxable income, that income would not be subject to the NIIT; however, it could effectively subject other investment income to that tax. In addition, Roth conversions may increase Medicare Part B and Part D premiums since these premiums can increase based on taxable income. Be sure to discuss a possible conversion with us or your qualified tax professional to determine the holistic impact.

45. Make charitable contributions directly from 2024 IRA distributions. For 2024, retirees can now exclude up to $105,000 (up from $100,000) from gross income for certain distributions from a traditional IRA when contributed directly to a qualified tax-exempt organization to which deductible contributions can be made. For married couples, each spouse can make a $105,000 distribution from their respective retirement account for a potential total of $210,000 for year 2024. Beginning in 2024, this annual contribution limit is indexed for inflation. This special treatment applies only to distributions made on or after the date the IRA owner reaches age 70½, and the distribution must be made directly from the IRA trustee to the charitable organization. Distributions that are excluded from income under this provision are not allowed as a charitable deduction. Qualified charitable distributions (QCDs), as these are called, may be especially beneficial for those charitably minded taxpayers who claim the standard deduction or whose taxable Social Security benefits are affected by AGI thresholds.

The SECURE Act 2.0 also allows IRA owners age 70½ to make a one-time election to transfer a QCD of $53,000 for 2024 (the contribution limit is indexed for inflation) to a split-interest entity, such as a charitable remainder unitrust, charitable remainder annuity trust or charitable gift annuity. The split-interest entity is required to pay a fixed percentage of 5 percent or greater. Payments received from the split-interest entity or taxable as ordinary income.

Observation—By excluding the IRA distributions from income, QCDs also result in a lower AGI, which may make income or deductions affected by AGI (such as medical deductions) more valuable and may also eliminate or reduce the amount of Social Security benefits subject to tax. Additionally, by excluding income with a QCD, you may also expand your eligibility for certain deductions and credits that might be otherwise phased out due to higher income.
Planning Tip—Qualifying charitable distributions can be used to satisfy RMD requirements, thus allowing taxpayers to exclude income they would otherwise be required to include. It is also important to note that while the SECURE Act 2.0 increased the age for the initial RMD to 73 for year 2023, and again to 75 starting January 1, 2033, the minimum age to make a QCD remains 70½. As a practical matter, however, such charitable distributions may not be made to a private foundation or donor-advised fund.

46. Plan to stretch. The SECURE Act 2.0 maintained the original SECURE Act’s partial elimination of the “stretch IRA” strategy, whereby IRA owners would utilize their retirement accounts as a means to transfer wealth to the next generation. For deaths of plan participants or IRA owners occurring before 2020, beneficiaries (both spousal and nonspousal) were generally allowed to stretch out the tax-deferral advantages of the plan or IRA by taking distributions over the beneficiary’s life or life expectancy. This strategy is particularly beneficial for taxpayers with Roth IRAs, as beneficiaries do not have to pay taxes on withdrawals from the Roth.

For deaths of plan participants or IRA owners beginning in 2020, distributions to most nonspousal beneficiaries are generally required to be distributed within 10 years following the plan participant or IRA owner’s death. So, for those beneficiaries, the “stretching” strategy is no longer allowed.

Planning Tip—In order to avoid the 10-year rule, distributions must be made to either:
  • The surviving spouse of the plan participant or IRA owner;
  • A child of the plan participant or IRA owner who has not reached the age of majority;
  • A chronically ill individual; or
  • Any other individual who is not more than 10 years younger than the plan participant or IRA owner.

Distributions to any beneficiaries who qualify under any of these exceptions may generally take their distributions over their life expectancy (as allowed under the rules in effect for deaths occurring before 2020). Whether one is in the process of naming beneficiaries for their IRA or receiving payments from an inherited IRA, a knowledgeable tax advisor can assist in ensuring the required distributions are taken while minimizing the tax due in light of other, nontax concerns, such as need for cash flow.

Observation—The SECURE Act initially created confusion regarding RMD requirements for beneficiaries of inherited IRAs owned by decedents who began RMDs. The IRS has now clarified that if the IRA owner began taking RMDs prior to death, the beneficiary is required to continue taking RMDs during the 10-year period. Prior to this clarification, distributions in years one through nine were allowed, but not required.

Planning for Higher Education Costs

Many tax-saving opportunities exist for education-related expenses. If you or members of your family are incurring these types of expenses now or will be in the near future, it is worth examining them. Here are some strategies to consider as year-end approaches.

47. Retain control and plan ahead for tax-free growth with 529 qualified tuition plans. Section 529 plans are well known for their tax benefit: Distributions of contributions and earnings are tax-free when utilized for qualified higher education expenses. However, another feature of Section 529 plans that taxpayers usually overlook is that the ownership and control of the plan lies with the donor (typically the parent or grandparent of the beneficiary student) and not with the beneficiary. Having donor control and ownership means the plan is not considered an asset of the student for financial aid purposes, generally resulting in higher financial aid.

While many states allow deduction in the year of contributions, 529 plan contributions, which are made on an after-tax basis, do not provide federal tax savings. However, the more significant federal tax benefit is that contributions and earnings on contributions that are subsequently distributed for qualified higher education expenses (including tuition, room and board, and other costs) at accredited schools anywhere in the United States are free of federal income tax and may be free of state income tax. Since 2018, 529 plan owners can use tax-free distributions for up to $10,000 of eligible expenses at elementary and secondary schools, in addition to colleges and universities. Since the SECURE Act was passed in December 2019, tax-free distributions can now also be used to pay for eligible expenses related to an apprenticeship program, in addition to higher education expenses. In addition, the SECURE Act allows up to $10,000 of distributions to pay principal or interest on a qualified education loan of the beneficiary or a sibling of the beneficiary.

To the extent that distributions are not for qualified higher education expenses, regular income tax plus a 10 percent penalty may apply to the earnings portion of the distribution. As contrasted with the other education strategies discussed below, contributions may be made regardless of the donor’s AGI. To combat this potential penalty issue for any surplus funds not being used on qualifying expenses, as discussed in detail in item 2 above, account owners can now roll unused 529 plan assets, up to a lifetime limit of $35,000, into a beneficiary’s Roth IRA account.

An election can also be made to treat a contribution to a 529 plan as having been made over a five-year period (commonly referred to as “superfunding” the account). Consequently, for 2024, a married couple can make a $180,000 contribution ($190,000 beginning in 2025) to a 529 plan without incurring any gift tax liability or utilizing any of their unified credit since the annual gift exclusion for 2024 is $18,000 per donor (increasing to $19,000 for 2025) and the contribution can be split with the donor’s spouse. It is important to note that additional gifts made in the five-year period to the same recipients have a high chance of triggering a gift tax filing obligation.

Planning Tip—If your resident state allows a deduction, make a contribution to a 529 plan and immediately take a qualified distribution to pay for college tuition. In effect, this will provide you with a discount on college costs at your marginal state income tax rate.
Observation—Currently, more than 30 states and the District of Columbia allow a deduction for Section 529 plan contributions. Please make sure you have the appropriate 529 plan, as many states are particular about what type of plan can lead to a state deduction. For example, New York only allows deductions for 529 plans set up under New York law. If you have changed residency since setting up a 529 plan, review your options before contributing.

In general, to the extent that contributions to a 529 plan are not distributed for the benefit of the beneficiary, the account may be transferred to a member of the beneficiary’s family, penalty-free. As long as the amounts transferred are used for qualified education expenses, they will still be free from federal income tax, as noted above. However, any change in beneficiary may be subject to the federal gift tax, so proper planning considerations should still be reviewed.

Planning Tip—New for the 2024-25 school year, students are no longer required to report distributions from grandparent-owned 529 plans on their Free Application for Federal Student Aid forms, which used to reduce the amount of financial aid they could potentially receive. If planning to give to a grandchild in the future, it can be favorable to set up and contribute to a 529 plan for your grandchild now.
Observation—It is important to strategize 529 plan distributions in coordination with the education credits discussed next. An individual's qualifying higher educational expenses (for determining the taxable portion of 529 plan distributions) must be reduced by tax-free education benefits (such as scholarships and employer-provided education assistance) plus the amount of the qualifying expenses taken into account in computing an education credit (whether allowed to the taxpayer or another tax-paying individual). To avoid any unexpected income recognition, it is important to talk to your tax advisor and perform a comprehensive review before any 529 plan distributions.
Planning Tip—You may even set up a Section 529 plan for yourself since there is no age limit to who can open, contribute to or withdraw from a 529 account. This means that you can use the plan to save for your own education expenses, even if you are not a child or grandchild of the account owner.

48. Take advantage of education credit options. If you pay college or vocational school tuition and fees for yourself, your spouse and/or your children, you may qualify for either the American opportunity tax credit or the lifetime learning credit to offset the cost of education. These credits reduce taxes dollar-for-dollar, but begin to phase out when 2024 modified AGI exceeds certain levels. The chart below provides a summary of the phaseouts.

2024 Education Expense and Credit Summary

Tax benefit

Single filers (not including married filing separately)

Joint filers

Maximum credit/ deduction/contribution

American opportunity tax credit

$80,000 - $90,000

$160,000 - $180,000

$2,500 (credit), up to 40% of the credit is refundable ($1,000)

Lifetime learning credit

$80,000 - $90,000

$160,000 - $180,000

$2,000 (credit)

Student loan interest deduction

$80,000 - $95,000

$165,000 - $195,000

$2,500 (deduction)

 

Coverdell education savings account

$95,000 - $110,000

$190,000 - $220,000

$2,000 (contribution)

 

Planning Tip—The credits are allowed for tuition paid during the year for education received that year or during the first three months of the next year. Consequently, consider paying part of 2025 spring tuition at the end of 2024 if you have not maximized the credit or reached the above income thresholds.
Planning Tip—Parents can shift an education credit from their tax return to the student’s tax return by electing to forgo the child tax credit for the student and not claiming the child as a dependent. This strategy is a common move for high-income parents whose income prevents them from claiming the education credit or from receiving any benefit from the child tax credit. To benefit from this strategy, however, the student must have sufficient income―and therefore tax liability―to take advantage of the credit. Credits are allowed on a student’s tax return even if parents are the ones who pay for the qualified education expenses. It might be necessary to shift income to the student as well, perhaps through gifts of appreciated property (that the student then sells at a gain) or employment in a family business, as discussed in item 96. However, be careful about the impact on a student’s financial aid―shifting income to a student can reduce financial aid amounts and eligibility.
Planning Tip—Advanced high school students and high school students taking college-level classes (including dual credit classes) may be eligible for an education credit. For the American opportunity tax credit, the student must be enrolled at least half time in a post-secondary degree program. For the lifetime learning credit, the student must also be enrolled in one or more courses that are part of a degree program, but there is no course workload requirement. Therefore, it may be easier for the student to qualify for the lifetime learning credit. In any case, the course(s) must count toward a degree to qualify. Perhaps the best way to determine this is to simply ask the educational institution. Preferably, the institution’s answer should be in writing and saved with your tax materials.

49. Match student loan payments with retirement contributions. If you paid interest on a qualifying federal student loan, an “above the line” deduction of up to $2,500 is allowed for interest due and paid in 2024. Note that the deduction is not allowed for taxpayers electing married filing separate status. Additionally, a taxpayer who can be claimed as a dependent on another's return cannot take the deduction. The deduction is phased out when AGI exceeds certain levels. See chart above.

Observation—New for 2024, a provision of the SECURE Act 2.0 allows employers to make matching contributions to a defined contribution plan based on the amount of an employee’s student debt repayments. Employers rely on employees to certify the amount of qualified student loan payments made. The matching contribution is then calculated as if the employee elected to contribute the loan payment amount to the plan by payroll deduction, even though the employee does not make any elective contributions to the plan.
Planning Tip—An amendment to the employer’s retirement plan agreement may be required to take advantage of this new provision allowing matching contribution for qualified student loan payments.

50. Fund contributions to a Coverdell education savings account. A Coverdell education savings account (ESA) is a tax-exempt trust or custodial account organized exclusively in the United States solely for paying qualified education expenses for the designated beneficiary of the account. At the time the trust or account is established, the designated beneficiary must be under 18 (or a special needs beneficiary). Contributions to a Coverdell ESA must be made in cash and are not tax deductible; however, the earnings grow on a tax-deferred basis. The maximum total annual contribution is limited to $2,000 per beneficiary per year, and the contribution is phased out when the modified AGI is between $190,000 and $220,000 for joint filers and $95,000 and $110,000 for single filers.

Distributions from Coverdell ESAs are excludable from gross income to the extent that the distributions do not exceed the qualified education expenses incurred by the designated beneficiary, less any amounts covered by grants or scholarships and credits received from lifetime learning or American opportunity tax credits, as discussed at item 48 above. Tax-free withdrawals can be made for qualified expenses, which also include kindergarten through grade 12 and higher education expenses. If distributions exceed qualified expenses, a portion of the distributions is taxable income to the designated beneficiary. Furthermore, to the extent that distributions are not used for educational expenses, a 10 percent penalty applies.

Planning Tip—Since Coverdell ESAs provide the same tax benefit as a 529 plan, you may wish to consider converting the Coverdell to a 529 and take a state tax deduction, if available in your state. If state tax deductions are limited, you may wish to stagger your conversions to a 529 over multiple tax years to achieve maximum tax benefit.
Observation—Many taxpayers do not understand the differences between a Coverdell ESA and a 529 plan. Differences range from who sponsors the plan, contribution limits, income restrictions for contributions, investment flexibility, and when and how funds must be used. If you are deciding between the two, please reach out to your tax advisor for guidance.

51. Consider education benefits from financial aid and various loan repayment plans. In October 2024, the Biden-Harris administration announced the approval of an additional $4.5 billion in debt relief fixes. These fixes are mainly for income-driven repayment plans and the public service loan forgiveness plan, but also includes automatic relief for borrowers that have permanent and total disabilities. As of July 1, 2024, no new enrollments are being accepted for the pay-as-you-earn repayment plans or income-contingent repayment plans. Beginning in December 2024, defaulted Direct Loans will now also be eligible for the income-based repayment plan. To learn more about these plans and see whether you qualify, visit the Federal Student Aid Office’s website.

Observation—While the original hope of having federal student loan debt cancelled has been struck down, it is still worthwhile to pay attention to the various loan repayment plans and whether they could potentially benefit you and your situation. Depending on your individual situation, some plans could reduce your monthly payment to as little as zero dollars.

Strategies for Saving

52. Use an achieving a better life experience (ABLE) account to cover qualified disability expenses. An ABLE account is a tax-advantaged savings vehicle that can be established for a designated beneficiary who is disabled or blind. Only one account is allowed per beneficiary, though any person may contribute. Contributions to an ABLE account are not deductible on the federal tax return, but some states allow a deduction for contributions to the plan. Earnings in the account grow on a tax-deferred basis and may be distributed tax-free if used for qualified disability expenses, including basic living expenses such as housing, transportation and education, as well as medical necessities. If distributions are used for nonqualified expenses, those are subject to income tax plus a 10 percent penalty tax.

Total annual contributions by all persons to the ABLE account cannot exceed the gift tax exclusion amount ($18,000 for 2024, $19,000 for 2025), though additional annual contributions may be possible if the beneficiary is employed or self-employed. An allowed rollover from the 529 college savings account to the ABLE account is considered a contribution and counts toward the maximum allowed annual limit. States have also set limits for allowable ABLE account savings. If you are considering an ABLE account, contact us for further information.

Observation—We understand that people sometimes fear giving because they do not want a disabled individual to lose a benefit they are currently entitled to receive. While ABLE accounts have no impact on an individual's Medicaid eligibility, balances in excess of $100,000 are counted toward the Supplemental Security Income (SSI) program's $2,000 individual resource limit. Thus, an individual's SSI benefits are suspended, but not terminated, when their ABLE account balance exceeds $102,000 (assuming the individual has no other assets). In addition, distributions from an ABLE account used for housing or nonqualified expenses may affect SSI benefits if the money is not spent within the same month the withdrawal is made. It is important to keep these potential nontax ramifications in mind before making a contribution.

53. Achieve tax savings via health and dependent care flexible spending accounts (IRC Section 125 accounts). These so-called cafeteria plans enable employees to set aside funds on a pre-tax basis for (1) unreimbursed qualified medical expenses of up to $3,200 in 2024; (2) dependent care costs of up to $5,000 per year, per household, or $2,500 if married, filing separately; and (3) adoption assistance of up to $16,810 per year. Funds contributed by employees are free of federal income tax (at a maximum rate of 37 percent), Social Security and Medicare taxes (at 7.65 percent) and most state income taxes (at maximum rates as high as 13.3 percent), resulting in a tax savings of as much as 57.95 percent. Paying for these expenses with after‑tax dollars, even if they meet various AGI requirements, is more costly under the current tax rate structure. Since many restrictions apply, such as the “use it or lose it” rule, review this arrangement before making the election to participate as there is a 2025 carryover limit of $660 for certain plans.

Illustration—The tax savings resulting from participation in flexible spending accounts (FSA) are often significant. Assume a married couple with one child maximizes the contribution for uncovered medical costs ($3,050 from each FSA, totaling $6,100) and also contributes $5,000 for qualified day care expenses. Assuming a 37 percent tax rate, the family creates a tax savings of about $4,956―$4,107 in income taxes and $849 in Social Security/Medicare taxes, not counting any potential reductions in state income taxes. However, if the married couple chooses not to contribute to the dependent care flexible spending account and instead claims the dependent care credit on the tax return, they would lose out on the tax savings on Social Security/Medicare taxes. Also, they can only claim up to $3,000 in qualified dependent care expenses for the child.
Planning Tip—Section 125 plans often adopt a two-and-a-half month grace period (to March 15, 2025) during which employees who participate in the plan can use up any unspent funds on new qualified expenses incurred in early 2025 during the grace period. Accordingly, this can potentially reduce employee contributions that would otherwise be subject to forfeiture. You should check with your employer’s benefits department to determine if your employer has adopted any such extension provisions, as plans are not required to offer a grace period.
Planning Tip—Married couples who both have access to FSAs will also need to decide whose FSA to use. If one spouse’s salary is likely to be higher than the Federal Insurance Contributions Act (FICA) wage limit ($168,600 for 2024) and the other spouse’s salary will be less, the one with the smaller salary should fund as much of the couple’s FSA needs as possible. This is because FSA contributions by the spouse whose income is higher than the FICA wage limit will not reduce the 6.2 percent Social Security tax portion of the FICA tax, but FSA contributions by the other spouse will. This planning tip also applies to health savings accounts mentioned below.

For example, if John’s salary is $175,000 and Mary’s salary is $50,000, FSA contributions of $5,000 by John will not reduce his Social Security tax in 2024 (since, even reflecting the FSA contributions, his Social Security wages exceed $168,600), while FSA contributions of $5,000 by Mary will save her approximately $300 in Social Security tax.

54. Reach your retirement goals with a health savings account (IRC Section 223 account). Health savings accounts (HSAs) are another pre-tax medical savings vehicle that are currently highly favored in the marketplace. Taxpayers are allowed to claim a tax deduction for contributions to an HSA even if they cannot itemize medical deductions on Schedule A. HSAs can also work alongside your 401(k) or IRAs to accomplish your retirement goals. Some key HSA elements include: (1) HSA contributions are deductible, subject to annual limits; (2) employer contributions to your HSA are not treated or taxed as income to you; (3) interest or other earnings on your HSA account accrue tax-free, provided there are no excess contributions; and (4) HSA distributions are tax-free if spent on qualified medical expenses. If distributions are not used on qualified medical expenses, they will be subject to a 20 percent penalty if the taxpayer is under the age of 65.

To be eligible for an HSA, you must be covered by a high deductible health plan. You must also meet the following requirements: (1) you must have no other health coverage besides the high deductible health plan; (2) you must not be enrolled in Medicare; and (3) you cannot be claimed as a dependent on someone else’s income tax return in the current tax year. For self-only coverage, the 2024 maximum limit on contributions is $4,150. For family coverage, the 2024 maximum limit on contributions is $8,300. A "catch-up" contribution will increase each of these limits by $1,000 if the HSA owner is 55 or older at the end of the year.

Planning Tip—Careful consideration must be given to HSAs when becoming eligible for and enrolling in Medicare. An individual ceases to be an "eligible individual" starting with the month she or he is entitled to benefits under Medicare. However, mere eligibility for Medicare does not disqualify an individual from contributing to an HSA. An otherwise eligible individual who is not actually enrolled in Medicare Part A or Part B may contribute to an HSA until the month that individual becomes enrolled in Medicare.

Most taxpayers know that once they are enrolled in Medicare, they cannot contribute to an HSA; however, many taxpayers who work past age 65 and have an HSA still can be surprised by something known as “retroactive Medicare.” If an individual files a Medicare application more than six months after turning age 65, Medicare Part A coverage will be retroactive for six months. Individuals who delayed applying for Medicare, but were later covered by Medicare retroactively to the month they turned 65 (or retroactively for six months), cannot make contributions to the HSA for the period of retroactive coverage. The retroactive enrollment made the taxpayer ineligible to contribute to an HSA for that period. The result is almost always excess contributions that need to be removed as soon as possible, with your employer needing to be alerted to the retroactive coverage. If you have an HSA that you still contribute to and you are considering applying for Medicare, please consult with your tax advisor first.

Planning Tip—Unlike an FSA account, an HSA is not a “use it or lose it” account. This means wiser choices can be made in long-term healthcare spending. Funds remaining in an HSA at year-end are not forfeited, but remain in the account tax-free until distributed for medical purposes. Like IRAs, an individual owns their HSA, even after a job change, making the HSA a very portable savings device.
Planning Tip—Just as with IRAs (see item 41), HSA contributions can be gifted by another family member. For young adults who have a high-deductible health plan and cannot afford to make additional pre-tax contributions to their HSAs, you may maximize their contribution on their behalf. This strategy allows your young adult child or grandchild to take the deduction on their tax return while also funding an HSA that will hopefully grow and help them with any medical situations during their lives. Please note that this contribution needs to be taken into account when determining your annual gifting limits ($18,000 for 2024).
Planning Tip—Be mindful of the annual contribution limit for HSAs when you switch jobs mid-year. The annual contribution limit ($4,150 for individual coverage and $8,300 for family coverage for year 2024) is a combination of employee contribution and all employer contributions in a calendar year. Multiple employers may be generous enough to contribute to your HSA account, resulting in excess contributions after factoring in your own contribution. Excess contributions are not only not deductible, but also subject to ordinary income tax and an additional 6 percent excise tax. The excise tax applies to each year the excess contributions remain in your HSA account. If you have excess contributions, be sure to withdraw them and any earnings attributable to the excess contributions by the due date of your next tax return.
Planning Tip—Since there are no joint HSAs, married couples should consider reviewing their beneficiary information and naming their spouse as beneficiary of their individually held HSAs, as the surviving spouse is not subject to income tax on distributions as long as they are used for medical expenses. Anyone other than the spouse will be taxed on the balance remaining in the HSA upon the account owner’s death.

55. Consider tax payments by credit or debit card. The IRS accepts tax payments by credit and debit cards, both online and over the phone. Some taxpayers may choose to make tax payments with a credit card, which could potentially earn rewards like frequent flyer miles, cash‑back bonuses, reward points or other perks. The IRS now allows a taxpayer to select their preferred payment processor from either payUSAtax, Pay1040 or ACI Payments Inc., whose credit card fees ranged from 1.82 percent to 1.98 percent for tax year 2024. Additionally, they offer flat rates for most debit cards, which range from $2.14 to $2.50. The IRS is also accepting digital wallet payments like PayPal, Click to Pay and Venmo. If you are hoping to take advantage of your credit card’s rewards, you must consider the potential fees that come along with your balance due. For example, a $20,000 balance due payment will incur a fee of approximately $400, which is considered a nondeductible personal expense. It might be worth it for some to use their debit card instead, receiving a lower fee of roughly $2.50, but missing out on potential rewards from their credit card.

Of course, if you want to avoid fees on the payment, you can also pay from your bank account using the IRS’ Direct Pay system at irs.gov/payments.

56. Consider accelerating life insurance benefits. Selling all or even just a portion of your life insurance policy allows the policyholder to receive funds in advance while they are still living. This practice is more prevalent with individuals who are chronically or terminally ill, using the funds to help cover medical bills, the cost of treatment or long-term care services, or organ transplants. Additionally, those who are chronically or terminally ill and choose to accelerate their life insurance benefits may exclude these payments from income, subject to certain requirements. When you sell part of your life insurance policy, you are still responsible for making premium payments. An alternative to this is to sell your entire life insurance policy to a viatical settlement provider who regularly engages in the business of purchasing or taking assignments of such policies. Selling your life insurance policy to a viatical settlement provider relinquishes your right to leave the policy’s death benefit to the beneficiary. Payments received from the viatical settlement provider may also be excluded from income.

57. Manage your nanny tax. If you employ household workers, it might be best to try to keep your total payments to each of your household workers under $2,700. If you pay $2,700 or more to a worker in 2024, you are required to withhold Social Security and Medicare taxes from them and pay those withholdings, along with matching employer payroll taxes, on your individual income tax return on Schedule H, Household Employment Taxes. You are not required to withhold Social Security and Medicare taxes from household employees who are your spouse, your child (if they are under age 21), your parent (unless certain conditions are met) and an employee under age 18 (unless the household work is their principal occupation). Wages paid to your parent must have Social Security and Medicate tax withheld if (1) the parent cares for your child who is either under 18 or has a physical or mental condition requiring personal care for at least four continuous weeks in the quarter, and (2) your marital status is divorced, widowed or living with a spouse unable to care for your child due to a physical or mental condition for at least four continuous weeks in the quarter.

In addition to Social Security and Medicare tax for household workers, you may have to pay tax under the Federal Unemployment Tax Act, commonly known as FUTA, if you paid more than $1,000 in total to your household workers in any calendar quarter. You also may be required to file quarterly wage reports with your state department of labor to comply with state unemployment insurance requirements, in addition to annual reporting statements such as Form W-2 and Form W-3.

58. Consider deferring loan modifications and debt cancellations until 2025. Deferring the cancellation of your debt until 2025 could lower your taxable income for 2024. Although most debt forgiveness and cancellations are considered taxable income, there are certain exceptions. If your debt cancellation involves insolvency, bankruptcy, student loans or certain other situations, it may qualify for an exclusion from your cancellation of debt (COD) income. However, even when debt cancellation is excluded from income, it may still affect other tax attributes. For instance, the basis usually needs to be reduced for an asset that has its secured debt cancelled, meaning the COD income exclusion is more of a delay in income recognition rather than a complete exclusion. This is because the cancellation will have ongoing effects that need to be monitored for years after the debt has been cancelled. Moreover, determining whether a taxpayer is insolvent can be challenging and costly, as it requires asset and liability appraisals to establish their fair market value on a specific date.

Observation—An exclusion from gross income is also available for the cancellation of qualified principal residence debt. This exclusion, extended until the end of 2025 by the Congressional Appropriations Act of 2021, means that any mortgage debt on a primary residence cancelled after December 31, 2025, will not be eligible for the exclusion unless the provision is extended again. While the Congressional Appropriations Act of 2021 extended the scope of the exclusion, it also reduced the amount of debt that can be excluded from income. The limit was lowered from $1 million to $375,000 for single filers and from $2 million to $750,000 for those filing jointly.

59. Beware of alternative minimum tax (AMT). For individuals, AMT remains less threatening than it has been in the past. The AMT predominantly applies to high-income individuals, disallowing certain deductions while also including certain exempt income in taxable income. In 2024, the exemption amount for single individuals is $85,700 and $133,300 for joint filers. For tax year 2024, the AMT tax rate of 28 percent applies to excess alternative minimum taxable income of $232,600 for all taxpayers ($116,300 for married couples filing separately).

Planning Tip—Many of the adjustments or preferential items that have been part of the alternative minimum taxable income calculation were eliminated with the passing of the TCJA in 2017. Even though the AMT exemption was dramatically increased in 2018, it is still important to plan for it. This change had a significant impact on taxpayers living in states with high income taxes, as the deduction for state and local taxes was not allowed in the AMT computation. The combination of the increased AMT exemption, the $10,000 limitation on the state and local tax deduction and the elimination of miscellaneous itemized deductions resulted in fewer taxpayers being subject to AMT. However, it is important to note that if the state and local tax deduction limitation is increased, which Congress has been considering, more taxpayers may be impacted, though still not as many as in prior years due to the greatly increased exemption.

It may be beneficial to accelerate income, including short-term capital gains, into a year you are subject to AMT, as it could reduce your maximum marginal rate. The opposite could hold true as well—it may be beneficial to defer income as you could be subject to a lower AMT in a following year. You also may want to consider exercising at least a portion of incentive stock options (ISOs) since the favorable regular tax treatment for ISOs has not changed for 2024. However, careful tax planning may be needed for large ISO lots, as exercising them could still subject you to the AMT. If you would not be subject to the AMT in 2024, follow the guiding philosophy of postponing income until 2025 and accelerating deductions (especially charitable contributions) into 2024.

60. Benefit from home energy credits. The Inflation Reduction Act of 2022 expanded the home energy credits that are available to those who make energy efficient improvements to their qualified residential properties. These credits include:

Credit

Expires

Covers

Maximum credit

Energy efficient home improvement credit

Dec. 31, 2032

  • Exterior windows and doors
  • Insulation and systems that reduce heat gain or loss
  • Heat pumps, central air conditioners and water heaters.
  • Biomass stoves and boilers
  • Natural gas, propane or oil furnaces or hot water boilers
  • Qualified advanced main air-circulating fans
  • Home energy audits

$1,200 (for 2023 - 2032) for energy property costs and certain energy efficient home improvements

$2,000 per year for qualified heat pumps, biomass stoves and boilers

Residential clean energy credit

Dec. 31, 2034

  • Solar, wind and geothermal power generation
  • Solar water heaters
  • Fuel cells
  • Battery storage technology

30% for 2023 - 2032, 26% for 2033, 22% for 2034

Alternative fuel vehicle refueling equipment credit

Dec. 31, 2032

Equipment to recharge electric vehicle

$100,000 (for business)

30% of the costs, up to $1,000 (for nondepreciable property)

Energy efficient home credit

Dec. 31, 2032

  • New (and manufactured) homes meeting Energy Star standards

Certified zero-energy ready homes

$2,500 for new (and manufactured)

$5,000 for zero-energy

61. Purchasing an EV? Consider the impact of clean vehicle tax credits. In addition to the home energy credits detailed above, the Inflation Reduction Act also provided and enhanced numerous credits related to vehicles for 2024.

Clean Vehicle Credit

This credit is allowed for the purchase of new, qualified plug-in EVs or fuel cell electric vehicles through 2032. To qualify, final assembly of the vehicle must be in North America and the vehicle must meet certain critical mineral and battery requirements. While the maximum credit is $7,500, there are income limitations that will prevent many high-earning taxpayers from qualifying.

Used Clean Vehicle Credit

This credit is available for any previously owned clean vehicle purchased and placed into service through 2032 and is limited to the lesser of 30 percent of the vehicle’s sale price or $4,000. The credit will be disallowed if the purchase price paid for the vehicle exceeds $25,000 or the buyer meets certain income thresholds.

Commercial Clean Vehicle Credit

This credit is allowed for any qualifying vehicles acquired and placed in service before December 31, 2032. While the maximum credit is $40,000, the amount is determined by the vehicle’s weight: Vehicles less than 14,000 pounds can receive a maximum credit of $7,500, while heavier vehicles can receive a maximum credit of $40,000. The credit for each vehicle is the lesser of either (1) the “incremental cost” of the vehicle above what the price for a comparable gas- or diesel-powered vehicle would be, or (2) 15 percent of the vehicle’s basis (30 percent for vehicles not powered by gas or diesel).

Planning Tip—Sellers and dealers of these clean vehicles should register with the IRS’s energy credits online portal. Since the beginning of 2024, buyers of qualifying clean vehicles have the ability to transfer their expected tax credit to a dealer who has registered with the IRS. This allows the dealer to provide the full amount of the expected credit to the buyer in the form of a down payment for the vehicle purchase or cash. Transferring the credit lets the buyer receive their full credit at the time of the sale and eliminates the risk of having unused credits when filing their tax returns.

If you are looking to purchase an electric vehicle, it is important to have these discussions with your dealer to ensure your dealer is following all rules regarding the various clean vehicle credits.

Potential Legislation Alert—Since the election of Republican majorities in the House and Senate in November, EV credits have become the subject of rampart speculation that they may be phased down, limited or eliminated entirely as a way to pay for other tax cuts Republicans wish to enact. While these credits are safe for the remainder of 2024, their status in 2025 remains unclear. We continue to carefully monitor and study changing tax legislation. As major tax developments and opportunities emerge, we are always available to discuss the impact on your personal or business situation.

62. Retroactively remit withholding via a retirement rollover. Once a year, the IRS allows taxpayers to withdraw money from an IRA tax-free, as long as it is rolled over to another IRA within 60 days. Some perceptive individuals even use this provision to take out a short-term, tax-free loan. The one-year waiting period begins on the date you receive the IRA distribution, not on the date you roll the distribution back into the same or another IRA. These IRA withdrawals are able to have (and in some cases require) federal and/or state taxes withheld. Since withholding can be treated as evenly distributed throughout the year, it is possible to make up for missed estimated payments from earlier in the year.

For example, if you determine in the fourth quarter of 2024 that you missed the previous three quarterly federal estimated payments totaling $60,000, you could take out an IRA distribution for $100,000 with 80 percent or $80,000 withheld. The $80,000 would be remitted to the IRS and, within 60 days of the $100,000 distribution, you would pay back the entire $100,000 amount. The $80,000 of federal withholding would be applied evenly throughout 2024, resulting in $20,000 payments for each of the previous three quarters and therefore void the calculated $60,000 underpayment.

Observation—Careful attention must be given to dates of distribution and when the amounts are repaid. Please consult your tax advisor to determine if a prior quarter underpayment exists, determine how much should be withheld and to set up a timeline for the distribution and repayment. It is also important to consider that your assets will be withdrawn from your account until you pay the account back within 60 days. The longer you wait to pay back the IRA, the greater the risk of missing potential market gains.

63. Withdraw retirement funds penalty-free for new parents who need it. Generally, a distribution from a retirement plan must be included in taxable income. Unless an exception applies (for example, distributions in case of financial hardship), a distribution before the age of 59½ is also subject to a 10 percent early withdrawal penalty on the amount includible in income. The SECURE Act created an exception to the 10 percent penalty for new parents. Now plan distributions (up to $5,000) used to pay for expenses related to the birth or adoption of a child are penalty-free. That $5,000 amount applies on an individual basis, so for a married couple, each spouse may receive a penalty-free distribution up to $5,000 for a qualified birth or adoption.

Planning Tip—While the penalty for early distributions is waived in this scenario, this distribution will still be considered taxable income if contributions were tax deductible. Be mindful of when the distribution is taken. To avoid the 10 percent early withdrawal penalty, the distribution must be taken after the birth of the child or after the adoption is finalized. You have up to one year after birth or adoption to make the distribution, so depending on your overall tax planning, it might be beneficial for one spouse to take their $5,000 distribution in the first calendar year and the other spouse to take the distribution the following calendar year, but before the one-year period ends. Please consult your tax advisor for the full tax consequences of this penalty-free distribution.

64. Plan for the net investment income tax and Medicare surtax. High-income taxpayers face two special taxes—a 3.8 percent NIIT and a 0.9 percent additional Medicare tax on wage and self-employment income.

Net Investment Income Tax

The 3.8 percent NIIT tax applies, in addition to income tax, to your net investment income. The tax only affects taxpayers whose modified adjusted gross income exceeds $250,000 for joint filers and surviving spouses, $200,000 for single taxpayers and heads of household and $125,000 for married individuals filing separately. These threshold amounts are not indexed for inflation. Thus, over time, inflation will cause more taxpayers to become subject to the 3.8 percent tax. Net investment income that is subject to the 3.8 percent tax generally consists of:

  • Interest;
  • Dividends;
  • Annuities;
  • Royalties;
  • Rents; and
  • Net gains from property sales.

Income from an active trade or business, wage income, unemployment compensation and Social Security benefits are not included in net investment income. However, passive business income is subject to the NIIT. So, while rents from an active trade or business are not subject to the tax, rents from a passive activity are. See item 38 for more information regarding the classification of passive activities. Income from a business of trading financial instruments or commodities is also included in net investment income.

Planning Tip—NIIT only applies if you have income in excess of the applicable threshold and you have income categorized as net investment income. Consider and discuss the following strategies with your tax advisor to help minimize net investment income:
  • Investment choices: Since tax-exempt income is not subject to the NIIT, shifting some income investments to tax-exempt bonds could result in reduced exposure to the NIIT. Additionally, a switch to growth stocks over dividend-paying stocks may also be beneficial since dividends, even qualified dividends, will be taxed by the NIIT, resulting in a top tax rate for qualified dividends of 23.8 percent.
  • Growing investments in qualified plans: Distributions from qualified retirement plans are exempt from the NIIT; therefore, upper-income taxpayers with control and planning over their situations (i.e., small-business owners) might want to make greater use of qualified plans. For example, creating a traditional defined benefit pension plan will increase tax deductions now and generate future income that may be exempt from the NIIT. For taxpayers with less control over their situation, maximizing pre-tax contributions to retirement plans still reduces adjusted gross income, unlike post-tax contributions. Thus, maximizing contributions to these plans can potentially reduce or eliminate the NIIT in the contribution year.
  • Charitable donations: As discussed in item 23, you may wish to consider donating appreciated securities to charity rather than cash. This will avoid capital gains tax on the built-in gain of the security and avoid the 3.8 percent NIIT on that gain, while generating an income tax charitable deduction equal to the fair market value of the security. You could then use the cash you would have otherwise donated and repurchase the security to achieve a step-up in basis.
  • Passive activities: Income from passive activities is generally subject to the NIIT. Increasing levels of participation in an activity so that the business income becomes nonpassive can avoid the NIIT.
  • Rental income: If you have a real estate professional designation, you also avoid NIIT. If you qualify as a “real estate professional,” as defined under the passive activity rules, and you materially participate in your rental real estate activities, those activities are not considered passive. If the rental income is derived in the ordinary course of a trade or business, it will not be subject to the NIIT.

Medicare Surtax

Some high-wage earners pay an extra 0.9 percent Medicare tax on a portion of their Medicare wages in addition to the 1.45 percent Medicare tax that all wage earners pay. The 0.9 percent Medicare tax applies to wages in excess of $250,000 for joint filers, $125,000 for married individuals filing separately and $200,000 for all others.

The additional 0.9 percent Medicare tax also applies to individuals with self-employment income. This 0.9 percent tax is in addition to the regular 2.9 percent Medicare tax on all self-employment income. The $250,000, $125,000 and $200,000 thresholds are reduced by the taxpayer's wage income. While self-employed individuals can claim half of their self-employment tax as an income tax deduction, the extra 0.9 percent tax is not deductible. A self-employment loss is not considered for purposes of the 0.9 percent Medicare tax.

Planning Tip—While employers must withhold the additional Medicare tax from wages in excess of $200,000 regardless of filing status or other income, there could be situations where an employee may need to have more withheld toward the end of the year to cover the tax. This would be the case, for example, if an employee earns less than $200,000 from multiple employers but more than that amount in total. Such an employee would owe the additional Medicare tax, but nothing would have been withheld by any employer. If you have changed employers or changed your employment status from an employee to a self-employed individual or the reverse (self-employed to employee), watch for the possible additional 0.9 percent Medicare surtax. Consider increasing the withholding from one of your employers or making estimated tax payments throughout the year to avoid both a large balance due and underpayment of tax penalties.

65. Consider selling the stock you received from incentive stock options (ISOs), aka statutory options. Incentive stock options are used by companies to entice employees to buy stock in the company at a discounted price. If you receive ISOs, you are entitled to special treatment for regular tax purposes. This includes:

  • No taxation at the time the ISO is granted or exercised
  • Deferral of tax on the benefit associated with the ISO until the stock is sold; and
  • Taxation of the entire profit on the sale of stock acquired through ISO exercise.

The ISO is taxed at the lower long-term capital gain rates as long as you hold it for more than two years from date of grant and one year from date of exercise. Employment taxes do not apply on the exercise of an ISO. Be aware that the exercise of an ISO may produce alternative minimum tax (AMT), as discussed below.

Planning Tip—If the stock you received has a low basis as compared to the potential selling price, it may be time to sell to offset losses you may have incurred in the market. By offsetting other losses, you may be able to sell this stock with minimal tax consequences.
Observation—This special treatment is not allowed for AMT purposes. Under the AMT rules, you must include income from the year the ISO becomes freely transferable or is not subject to a substantial risk of forfeiture and the bargain purchase price, which is the difference between the ISO’s value and the lower price you paid for it. For most taxpayers, this occurs in the year the ISO is exercised. Consequently, even though you are not taxed for regular tax purposes, you may still have to pay AMT on the bargain purchase price when you exercise the ISO, even though you did not sell the stock and even if the stock price declines significantly after you exercise. Under these circumstances, the tax benefits of your ISO will clearly be diminished. With the passage of the TCJA, the impact of the AMT has been lessened, though careful analysis of the tax environment and AMT exposure through the exercise of ISOs is necessary for maximum tax savings, particularly if the temporary increased AMT exemption under the TCJA is allowed to sunset at the end of 2025.
Planning Tip—Retirees generally have 90 days after retirement to exercise the options that qualify as ISOs. If you have recently retired or are approaching retirement, evaluate whether the exercise of remaining ISOs will be beneficial. Also, if 2024 is a down year in terms of income and/or you are worried about future tax increases and wish to lessen the risk for both ordinary income tax and capital gains tax rates, consider exercising stock options this year.
You will recognize income on many types of options, including nonqualified stock and incentive options, at the time exercised. Exercising the options before year-end would trigger the income for 2024. Keep in mind, however, that such exercise will also accelerate the deduction for the employer when they may be seeking to defer deductions in anticipation of a rate increase.

Statutory Stock Option (ISO)

 

Regular tax

AMT

Grant date

Not taxable.

Not taxable.

At exercise date

Not taxable.

Increases AMT income by fair market value of option less exercise price.

Date of sale (holding period met)

• Income subject to capital gains rates.
• Basis equals exercise price.

Decreases AMT income by the positive AMT adjustment required at exercise date.

Date of sale (holding period not met)

• Gain on sale: fair market value of the options less the exercise price is treated as taxable W-2 wages; excess gain is capital gain.
• Loss on sale: The loss is a capital loss.

• Negative AMT adjustment equal to the positive AMT adjustment required at exercise date.
• No adjustment required if stock is exercised and sold in the same year.

 

Statutory Stock Option (ESPP)

 

Regular tax

AMT

Grant date

Not taxable.

Not taxable.

At exercise date

Not taxable.

Not taxable.

Date of sale (holding period met)

Compensation income if fair market value of stock is greater than exercise price.

Same as regular tax.

Date of sale (holding period not met)

• The fair market value (at exercise date) of the option minus the exercise price is treated as taxable W-2 wages.
• Basis in the stock is increased by the amount included in compensation. Difference between increased basis and the selling price is a capital gain or loss.

Same as regular tax.

 

Nonstatutory Stock Option

 

Regular tax

AMT

Grant date

Not taxable unless fair market value is readily determined.

Same

At exercise date

• Substantially vested stock: fair market value of option minus the exercise price is treated as taxable W-2 wages.
• Restricted stock: Defer recognition until substantially vested.

Same

Date of sale (holding period met or not met)

• The holding period requirement is not applicable to nonstatutory stock options.
• Income is subject to short-term or long-term capital gain or loss treatment.
• Basis equals the amount treated as taxable wages plus exercise price.
• Typically exercise and sale occur on the same day.

Same

66. Take advantage of deferred compensation contributions to maximize the benefits of deferring income. Annual limits for compensation must be taken into account for each employee in determining contributions or benefits under a qualified retirement plan. For 2024, the limit as adjusted for inflation is $345,000. This means that for an executive earning $350,000 a year, deductible contributions to, for instance, a 15 percent profit-sharing plan are limited to 15 percent of $345,000, or $51,700. Nevertheless, there is a way to avoid this limitation that you might want to consider.

It is possible to increase the benefits by using plans that are not subject to qualified plan limitations through nonqualified deferred compensation (NQDC) agreements. These plans have no mandatory contribution limits and it is at the employer’s discretion who participates. These deferred compensation agreements are contracts between an employer and an employee for the payment of compensation in the future―at retirement, on the occurrence of a specific event (such as a corporate takeover) or after a specified number of years―in consideration of the employee’s continued employment with the employer.

Unlike a qualified plan, an NQDC is funded at the discretion of the employer and is subject to the claims of creditors. There are no guarantees that the benefits will be available to the employee in the future. For example, if the employer goes into bankruptcy, you may lose your investment. Essentially, the trust is under the employer’s control and, structured properly, will result in a deferral of income taxes for the employee on the amount of compensation deferred above the traditional limitations. Distributions will be taxed at ordinary income rates and are subject to FICA withholding when either performance has occurred or there is no longer a substantial risk for forfeiture and the compensation has vested.

67. Consider filing an IRC Section 83(b) election with regard to year-end restricted stock grants to preserve potential capital gain treatment, but be careful. Founders, board members, employees and third-party service providers who receive equity subject to vesting in connection with services performed often make Section 83(b) elections to potentially reduce future taxes on such equity receipt. To make an 83(b) election, you must make the election within 30 days of the grant and you will pay tax at ordinary income rates on the spread between the market price (the value of the stock) and the grant price (the amount you paid). The benefit, however, is that you defer taxation on the future appreciation in the value of the restricted stock until it is sold and the post-election increase in value is taxed at the lower capital gain rates, rather than the higher ordinary income rates. The risk with making the election, however, is that the stock price might decline by the vesting date and you will have then prepaid income tax on an unrealized gain. If you eventually sell the stock at a loss, you will be subject to the net capital loss limitation of $3,000. The rules governing restricted stock awards are technically complex and call for careful and timely tax planning strategies.

68. Consider filing an IRC Section 83(i) election with regard to qualified equity grants. Qualified employees at private companies who are granted nonqualified stock options or restricted stock units may elect to defer the income from qualified stock transferred to the employee by the employer for up to five years. This election is an alternative to being taxed in the year in which the property vests under Section 83(a) or in the year in which it is received under Section 83(b). The election to defer income inclusion for qualified stock must be made no later than 30 days after the first date that the employee’s right to the stock is substantially vested or is transferable, whichever occurs earlier.

Caution: If the fair market value of the stock decreases within the deferral period, the fair market value on the date the stock is received still must be included in the employee's income. This creates the risk of the employee paying income tax on an amount that is never received.

If a qualified employee elects to defer income inclusion, the employee must include the income at the earliest of the following dates:

  • The first date the qualified stock becomes transferable, including transferable back to the employer;
  • The date the employee first becomes an excluded employee;
  • The first date on which any stock of the employer becomes readily tradable on an established securities market;
  • The date five years after the earlier of the first date the employee’s right to the stock is transferable or is not subject to a substantial risk of forfeiture; or
  • The date on which the employee revokes his or her inclusion deferral election.
Observation—The IRS recently released a new optional Form 15620 that taxpayers can use to make a Section 83(b) election. The new Form 15620 is intended to ease taxpayer election filing requirements and replaces the existing model letter set out in Revenue Procedure 2012-29. Form 15620 generally follows the regulatory requirements for the statement, but adds two new additional items not included in the sample statement under Rev. Proc. 2012-29. First, the new form requires service providers to include the name, TIN and address of the service recipient (i.e., the employer or person for whom the person making the Section 83(b) election is providing services in connection with the transfer of property). Second, the new form is required to be signed by the service provider “under penalty of perjury” with a declaration that, to the best of the service provider’s “knowledge and belief, the information entered on this Form 15620 is true, correct, complete and made in good faith.” What has not changed is that the form can only be filed via mail, although the IRS is expected to support electronic filing in the future.

69. Consider taking a lump-sum distribution of employer stock from a retirement plan. Receiving a lump-sum of employer stock could allow you to achieve large tax savings. Employer stock in a lump-sum distribution from a qualified plan is taxed based on the plan’s basis in the stock rather than on its value, unless a taxpayer elects otherwise. Consequently, assuming value exceeds cost, the tax on the unrealized appreciation is deferred until a later date when the stock is sold. This could be many years after receipt. As an added benefit, when the stock is sold at a later date, the gain is subject to tax at the more favorable long-term capital gains rate. Once distributed, the stock must be held for at least a year in order for any additional appreciation after the date of the lump-sum distribution to be given long-term capital gains treatment. Cash or other nonemployer stock distributed as part of the lump-sum distribution will be taxed at ordinary income tax rates.

70. Implement strategies associated with international tax planning. For executives and high-income earning consultants working abroad, it’s worth exploring strategies to minimize your personal tax liabilities. This can include maximizing the provisions for foreign earned income and housing exclusions, as well as deductions and credits for foreign taxes paid. The taxation process in foreign countries often depends on tax treaties and requires a personalized approach to avoid double taxation. Conducting tax equalization calculations can be helpful in breaking down compensation to maximize the tax benefits associated with international assignments. See the discussion later in items 133-137.

Observation—It’s important to reiterate that U.S. individuals, including resident aliens, are subject to graduated tax rates on their global income, irrespective of whether the income originates from the U.S. or a foreign source. The U.S. taxes foreign-sourced income without considering whether it’s earned income, income from a trade or business, or investment-based income.
Planning Tip—If you find yourself in a life-changing situation where you no longer intend to reside in the U.S. or utilize your United States citizenship and find yourself dealing with adverse tax consequences year after year, it may be worth considering renouncing your U.S. citizenship or terminating your resident status. These actions have serious tax (and nontax) consequences as you will have to consider the U.S. mark-to-market exit tax as well as other ramifications. See item 137.

71. Reassess your tax planning with a new point of view. Corporate executives should review their current tax situation to determine whether supplemental wealth planning and independent tax compliance and planning assistance can add value and fresh eyes. Engaging a third party to handle your individual tax matters can remove potential conflicts that may arise when the employer’s accountants are also responsible for taking care of the tax services of that company’s employees. TAG has developed a tax program tailored specifically for corporate executives. Our Executive Tax Assistance Program, designed for corporate executives, provides independent, comprehensive, confidential and highly personalized individual and business tax preparation, planning and consulting services at group-discounted rates. TAG uses a strategic approach to provide comprehensive solutions to your needs.

72. Decrease your tax liability on pass-through income by claiming a qualified business income (QBI) deduction. Business income from pass-through entities is currently taxed at the ordinary individual tax rates of the owners or shareholders. Taxpayers who receive qualified business income from a trade or business through a partnership, limited liability company, S corporation and/or sole proprietorship are allowed a 20 percent deduction, subject to taxable income phaseouts and complex calculations, in arriving at taxable income. The deduction is also afforded to taxpayers who receive qualified real estate investment trust dividends, qualified cooperative dividends and qualified publicly traded partnership income. For owners with taxable incomes over $383,900 (joint filers) or $191,950 (all other filers), the deduction is subject to reduction or elimination based on the owner’s pro rata share of W-2 wages paid by the business and/or the business’ basis in qualified property.

In addition, for taxpayers who own a specified service business and whose taxable income exceeds $483,900 for married individuals filing jointly and $241,950 for all other filers, the deduction has been phased out and is no longer available.

A “qualified trade or business” is defined as any trade or business other than a specified service trade or business and other than the trade or business of being an employee. “Specified services” are defined as a trade or business involving the performance of services in the fields of health, law, accounting, actuarial science, performing arts, consulting, athletics, financial services and brokerage services (investing and investment management, trading, dealing in securities, partnership interests or commodities, and any trade or business where the principal asset of such trade or business is the reputation or skill of one or more of its employees). Notably absent from this list, and specifically excluded from the definition of specified services, are engineering and architectural services, as well as real estate agents and bankers.

Income from a rental property could also qualify for the QBI deduction if separate books and records are maintained, 250 hours or more of service work is performed for the property (this does not necessarily need to be performed by the owner), and contemporaneous records are kept of the services performed. Alternatively, the rental may also qualify for the QBI deduction if there is a profit motive and continuous substantial involvement either by the taxpayer or an agent of the taxpayer.

However, in many situations, residential rental properties are not profitable in the years in which they are held―rather the properties are maintained because the taxpayer anticipates they will be able to sell the properties in the future at a gain. In such a situation, because there is no profit motive, the IRS would most likely determine it is an investment, and not a trade or business, eligible for the QBI deduction. This ends up being a better result for the taxpayer since they would not need to include a loss in the QBI calculation, which would likely reduce the deduction. While the determination of whether a rental activity qualifies for the QBI deduction is made on a year-by-year basis, it must be based on the facts and circumstances of the activity in each specific year. Significant changes could reasonably alter its qualification; however, the determination cannot be adjusted arbitrarily from year to year solely to achieve the most favorable QBI tax outcome. Such inconsistent treatment may lead to scrutiny from the IRS. Any changes in QBI status must be thoroughly documented and retained.

Planning Tip—For closely held rental properties that are profitable, make sure the requirements are met to be able to get the benefit of the QBI deduction. Also, consider the profitability and expected future profitability of rental property. If a rental property is expected to never be profitable, it would be beneficial to the taxpayer for it not to qualify for QBI. A taxpayer could perhaps structure an activity to ensure it does not qualify for the QBI deduction by limiting the level of active involvement, such as opting for a triple net lease arrangement, limiting personal management responsibilities or otherwise ensuring the activity does not rise to the level of a trade or business.
Planning Tip—There are certain planning strategies taxpayers can use in order to take advantage of these deductions. The service businesses listed above should consider methods to increase tax-deferred income or decrease taxable income at the entity level so that owners close to the $191,950/$383,900 threshold can take full advantage of the pass-through deduction. Some methods of reducing taxable income to fall within these thresholds include:
  • Consider the current status of contractors/employees. If the taxpayer is within the phaseout range and subject to wage limitations, it may be beneficial to deem current contractors as employees, subject to W-2 wages. This increases the W-2 wage base and will provide entity-level deductions for additional payroll taxes and benefits to reduce pass-through income to the shareholder/partner.
  • Take full advantage of retirement vehicles, which serve to reduce taxable income at the shareholder/partner level.
  • Partners and shareholders should plan to maximize above-the-line (such as retirement plan contributions and health insurance, among others) and itemized deductions for purposes of reducing taxable income.
  • Combine qualified businesses and treat them as one aggregated business for the purpose of the Section 199A computation. The combination could result in a higher deduction than treating the businesses separately. Combining businesses can also help taxpayers meet the basis and wage limitations that are part of the deduction computation.
  • Qualified business income, for purposes of computing the 20 percent qualified business income deduction, does not include guaranteed payments to partners in a partnership. Reducing guaranteed payments and allocating profits to ordinary income could increase the deduction for certain partners. In order to do so, a careful review of the partnership agreement is advised and may also require amending the partnership agreement to properly document the change.
  • Investments in real estate investment trusts (REITs) and/or publicly traded partnerships (PTPs) are eligible for a straight 20 percent qualified business income deduction. REITs and PTPs are not subject to the W-2 compensation or basis limitations, or limitations of specified trades or businesses.
  • Perform an analysis to determine if it would be advantageous for married taxpayers to file separately to avoid the threshold limitations, although generally it is usually more advantageous to file a joint return.
Observation—The limitations and analysis in computing the qualified business income deduction are complex. An experienced tax advisor, like those in TAG, can assist in properly navigating these rules to ensure preservation of applicable deductions.

73. Take advantage of historically low corporate income tax rates. Since 2018, C corporations have been subject to a flat 21 percent tax rate. The 21 percent rate also applies to personal service corporations such as accounting firms and law firms. Unlike some of the other provisions of the TCJA, this reduced rate is permanent and does not expire after 2025.

Observation—While the current corporate tax rate of 21 percent may seem more advantageous than the current personal income tax of up to 37 percent paid on pass-through income, the corporate tax structure may not be as advantageous for owners of closely held business established as S corporations, limited liability companies or partnerships. While corporations may currently enjoy a lower tax rate on their profits, shareholders will encounter a second tax on dividends distributed to them. The profit of a corporation is taxed first to the corporation when earned and then taxed to the shareholders when distributed as dividends. This creates a double tax. The corporation does not receive a tax deduction when it distributes dividends to shareholders and shareholders cannot deduct any losses of the corporation. Alternatively, income earned by pass-through entities is taxed only once at the owner level.

Another benefit to the pass-through structure of limited liability companies and partnerships is their flexibility for allocating income/loss and distributing cash/assets. The owners must agree on the allocations, and the allocations must have substantial economic effect. In addition, limited liability companies and partnerships are generally easier to form, manage and operate. They are less regulated in terms of laws governing formation because the owners control the way the business operates.

Businesses, particularly those in service industries that are excluded from the QBI deduction, should consider if electing C corporation status would be a more favorable structure. Companies that generate significant income, reinvest in their business and do not distribute cash to investors could see a benefit of a lower corporate tax rate. Further, transitioning to a C corporation may be advantageous if you anticipate long-term ownership. However, owners considering a transition to a C corporation should also be mindful of the accumulated earning tax (20 percent tax on companies maintaining too much cash) and the personal holding company tax (25 percent penalty on undistributed passive income earned in a closely held C corporation).

Potential Legislation Alert—During the presidential election, both candidates weighed in on the corporate income tax rate, with Vice President Kamala Harris wanting to raise the rate, and President-elect Trump wanting to lower the rate further to 15 percent. While it is still premature to significantly plan for any potential future tax legislation, we are monitoring the situation closely. If corporate rates are indeed lowered to 15 percent, effective for a later year, existing C corporations might have an opportunity to defer some income into the later, low tax year. In addition, if such legislation passes, more entities may revisit their entity structures to take advantage of low C corporation tax rates.

74. Accelerate deductions by prepaying expenses in 2024. As 2024 comes to a close, businesses may have the opportunity to take a current deduction for 2025 expenses which are prepaid in 2024. Rather than capitalizing and amortizing items over the useful life, or the term of the service agreement, you may look to accelerate the full cost to the tax year of 2024 to lower your net income. When accelerating prepaid expenses, you should be aware of the “12-month rule.” This rule only lets you deduct a prepaid future expense in the current year if the expense is for a right or benefit that extends no longer than 12 months.

Planning Tip—You should be aware that accrual method taxpayers must first have an incurred liability under Section 461 in order to accelerate a prepayment under the 12-month rule. Identifying which prepaids that are eligible for acceleration will give your company more options for strategizing your financial statements before year-end.

75. Use net operating losses (NOL) carefully. The option to carry an NOL back to a prior tax year was removed (except for farming losses) for tax years ending after 2020. While NOLs can nevertheless be carried forward indefinitely, they are also subject to an additional annual limitation. This annual limitation is the lesser of the NOL carryforward or 80 percent of current year taxable income. For example, a taxpayer with 2024 taxable income of $4 million and an NOL carryforward of $5 million from a prior year would be able to apply $3.2 million of the NOL carryforward (80 percent of 2024 taxable income) to offset its 2024 taxable income and carry forward the remaining NOL balance of $1.8 million indefinitely.

76. Plan for extended excess business loss limitations. The TCJA effectively limited the amount of business losses that taxpayers were able to use to offset other sources of income for tax years 2018-2025. While the CARES Act reversed the excess business loss (EBL) provisions under TCJA for 2018-2020, the EBL limitations came back into force in 2021―meaning that taxpayers again have to monitor and potentially limit business losses under TCJA. Last year, the Inflation Reduction Act extended the EBL provisions an additional two years, through 2028.

An EBL is defined as the excess of a taxpayer’s aggregate trade or business deductions over the taxpayer’s aggregate gross trade or business income or gain, plus a statutory threshold, indexed for inflation, of $610,000 for joint filers ($305,000 for other filers) for 2024. Net trade or business losses in excess of $610,000 for joint filers ($305,000 for other filers) are carried forward as part of the taxpayer’s net operating loss to subsequent tax years. For 2025, the threshold will increase to $626,000 for joint filers ($313,000 for other filers).

The CARES Act also clarified several gray areas associated with EBL limitations created by TCJA, including:

  • The exclusion of taxpayer wages from trade or business income;
  • The exclusion of net operating loss carryforwards from determining a taxpayer’s EBL; and
  • Specifying that only trade or business capital gains are included in EBL computations, while excluding net capital losses. The taxpayer is to include in EBL limitations the lesser of either capital gain net income from business sources or capital gain net income.
Planning Tip—Although taxpayers may be limited in the amount of business losses deductible in 2024, it is important to remember that an EBL will carry forward to subsequent tax years as an NOL. NOLs are not subject to the same limitations as an EBL, and NOLs are much more effective in offsetting nonbusiness income. Maximizing an EBL in the current tax year through accelerating tax deductions or deferring income may not serve to reduce the 2024 tax liability, but the conversion of an EBL in the current year to an NOL in the subsequent tax year can serve as a tax planning tool to offset a higher threshold of taxable income in 2025.

77. Be sure to receive the maximum benefit for business interest. For 2024, the business interest expense deduction is limited to 30 percent of the adjusted taxable income of the business, applicable at the entity level for partnerships, S corporations and C corporations. However, certain smaller businesses (with less than an inflation-indexed $30 million in average annual gross receipts for the three-year tax period ending with the prior tax period) are exempt from this limitation for 2024. For 2025, this inflation-indexed amount will be $31 million. It is important to understand that even if a particular entity’s average gross receipts do not exceed these amounts, if it is part of a controlled group, it may still be subject to the limitation. Whether or not your business is part of a controlled group and is subject to the Section 163(j) limitation is something you should consult with your trusted tax advisor about.

The deduction limit for net business interest expenses for 2023 is limited to 30 percent of an affected business’ adjusted taxable income. Additionally, the formula to determine adjusted taxable income has yet again changed. For 2022 and forward, depreciation and amortization are no longer allowed to be added back to taxable income when determining the business interest limitation. Interest and taxes are still allowed to be added back.

Planning Tip—Real estate entities, which tend to have larger depreciation and amortization deductions, may want to consider making an irrevocable election out of the business interest regime under IRC 163(j). Doing so would provide no limitation on deducting interest expense; however, the tradeoff is that the entity is required to compute depreciation using the alternative depreciation system, which generally results in longer cost recovery periods and lower annual depreciation deductions.

78. Corporate alternative minimum tax continues in 2024. To help pay for the many clean energy tax credits and incentives in the Inflation Reduction Act, the corporate alternative minimum tax (CAMT) was created, starting in 2023 with a 15 percent tax rate. Unlike the pre-2018 corporate alternative minimum tax, which was imposed on taxable income as adjusted, the new corporate alternative minimum tax is imposed on adjusted financial statement income.

Are You Subject to the CAMT?

The CAMT applies only to applicable corporations whose average annual adjusted financial statement income for the three-tax-year period ending with the current tax year exceeds $1 billion. This is $1 billion in profit, not gross sales. However, special rules apply to members of a multinational group with a foreign parent, which cause the CAMT to apply if the average adjusted financial statement income for the corporation equals or exceeds $100 million. In addition, there are a number of aggregation rules, under which related businesses may be aggregated for purposes of the income test, including a rule that includes income of a partnership in which the corporation is a partner.

What Does Adjusted Financial Statement Income Include?

The CAMT starts with the applicable financial statement, which is a certified statement prepared in accordance with general accepted accounting principles. Therefore, the start to the new corporate AMT will generally be Form 10-K filed with the SEC, or for nonregistrants, the latest annual audited financial statements. This financial statement income is then adjusted for the following items as detailed in the Inflation Reduction Act:

  • Statements covering different tax years;
  • Related entities―consolidated financial statements, consolidated returns and partnerships;
  • Certain items of foreign income;
  • Effectively connected income;
  • Certain taxes;
  • Disregarded entities;
  • Cooperatives;
  • Alaska native corporations;
  • Payment of certain tax credits;
  • Mortgage-servicing income;
  • Defined benefit plans;
  • Tax-exempt entities;
  • Depreciation;
  • Qualified wireless spectrum;
  • Financial statement net operating loss; and
  • Other items that the Treasury secretary may prescribe.
Planning Tip—Since the start of the CAMT calculation is the applicable financial statement, it is important to note that this statement will not contain any tax-favored exclusions, including deferrals of capital gains via an opportunity zone. As a result, businesses nearing or exceeding the thresholds above should exercise caution when considering an investment in an opportunity zone, as deferred gains relating to the opportunity zone may subject the business to additional AMT under the new regime.
Potential Legislation Alert—Project 2025 calls for tax reform and simplification, and details that the CAMT, among other tax provisions of the Inflation Reduction Act of 2022, should be repealed. Project 2025 may influence tax policy under the incoming Trump administration, so keep alert as to potential changes to the CAMT.

79. Evaluate your sales tax exposure. In light of the Supreme Court’s South Dakota v. Wayfair, Inc. decision, businesses should periodically review their operations to determine if they have additional sales and use tax exposure. Businesses that have large retail or e-commerce sales may be subject to sales or use taxes, even if they do not have a physical presence in the state or local jurisdiction.

Recently, however, a Pennsylvania court ruled in favor of a taxpayer, stating that an out-of-state business selling products through Amazon’s Pennsylvania warehouse was not subject to sales and income tax in the state.

In a more aggressive interpretation, the Multistate Tax Commission (MTC), which is a conglomeration of state tax agencies seeking to define a uniform set of rules for determining sales and income tax nexus, issued guidance indicating that the following activities are sufficient to create nexus for an out-of-state business:

  • Providing post-sale customer support via website chat or email link;
  • The acceptance of job applications for nonsales positions on a website;
  • Placing cookies on the computers of customers who browse a website for the purpose of adjusting production or identifying/developing new products to sell.

So far, California and New York have announced the adoption of the MTC’s provisions, with many more states expected to follow suit.

Accordingly, now is the time to perform an assessment of your business activities and make plans to become compliant (if warranted) in early 2025.

80. Evaluate your state tax exposure in light of increased telecommuting. In a post-COVID, remote work environment, virtually every state has taken the position that having an employee present within a state creates nexus and will potentially subject the employer to business registrations, employee withholding, registered agent requirements and/or business tax filings.

As such, each state where you have an employee working remotely must be closely examined, as every state has different methods for apportioning taxable income, sourcing revenue, minimum factor presence standards and other registration requirements. We have conducted many such assessments and would be pleased to assist our clients with future needs.

81. Be careful where you operate―avoid an unintentional income tax nexus. The concept of corporations paying their fair share of taxes ebbs and flows in worldwide media, but it has received renewed attention this past year as candidates for public office proposed new tax policy.

Many states and even local tax jurisdictions have looked to broaden their tax collection base through the assertion of nexus in a variety of different ways. For tax purposes, nexus is a minimum connection between a taxpayer and a tax jurisdiction that must take place before a taxing jurisdiction can impose a tax obligation on a taxpayer.

Although it has been widely established through case law that physical presence in a taxing jurisdiction is not required in order to create income tax nexus, the concept of economic nexus is becoming more and more prevalent. Economic nexus looks to the quantity of transactions and/or the dollar amount of transactions a taxpayer realizes in a given tax year within a taxing jurisdiction. Through recent court cases, states have become more empowered to expand upon the concept of economic nexus and apply more broadly across essentially any type of activity in which the taxpayer is engaged.

Additionally, there has been a consistent shift of states updating legislation in order to source revenue through the “market-based” approach. Market-based sourcing requires the taxpayer to allocate revenue based on where the ultimate receipt of their services is derived. If a taxpayer has its operations and employees solely in State X, but sells services to customers in States A, B and C, the taxpayer would be required to allocate a portion of their revenue to States A, B and C, and file income tax returns accordingly. Certain states have minimum revenue thresholds (economic nexus thresholds) that have to be met in order to create a reporting requirement, while other states require reporting if there is even $1 of revenue sourced under a market-based approach. As of the current tax year, roughly 80 percent of states require a market-based approach when sourcing revenue.

Now is the opportune time for taxpayers to assess the nature of their activities, locations (including remote work) of employees and locations of customers, as virtually any type of business, no matter how trivial, may trigger nexus. Mostly all states offer some form of voluntary disclosure program where a taxpayer can voluntarily come forward, file several years of back tax returns and pay any tax due. In return the state will waive penalties, and in some instances even a portion of the interest on back taxes, depending on the details of each state’s respective program.

82. Elect into state pass-through taxes to save owners federal tax. Currently, 36 states and New York City have enacted pass-through entity (PTE) tax filing elections. Nine states have no personal income tax, which means only a select few have not enacted a PTE tax (Maine, Pennsylvania, District of Colombia, Delaware, North Dakota and Vermont).

As a quick refresher, the TCJA put a cap of $10,000 on the state and local income tax deduction for taxpayers itemizing their deductions on Schedule A. In response, several high-tax states enacted legislation allowing pass-through entities (partnerships, LLCs and S corporations) to elect to pay the state income tax at the entity level and pass out a state income tax credit to the partners/shareholders. The PTE tax election allowed the state income tax liability to be deducted at the entity level, for federal purposes, effectively bypassing the $10,000 limitation imposed by the TCJA.

In the beginning stages, PTE tax elections were more stringent; however, many states have relaxed the requirements governing which entities are allowed to participate, as well as how income is apportioned for purposes of determining the PTE tax liability.

A pass-through entity operating in several different states with owners residing in several different states must carefully examine the PTE regulations in each state where tax filings are required. Each state has different rules for the timing of making the election, when estimated tax payments are required, whether or not certain partners/shareholders can opt out of the PTE election, income apportionment and PTE tax rates.

PTE elections can be particularly beneficial in years a pass-through entity experiences unusually high taxable income or anticipates entering into an agreement to sell all or a portion of the business. PTE elections will continue to offer substantial tax savings for those who can participate through at least 2025. Once the $10,000 limitation imposed by the TCJA expires, PTE advantages may become obsolete or evolve even further, depending on how Congress acts. The political fight over the SALT limitation will be at the top of Congress’ mind in 2025, so please consult your tax advisor on how best to plan your PTE credits for 2025 and beyond.

83. Review your plans to entertain clients. The deduction for meals is currently limited to 50 percent for most meals, though there are still instances where a 100 percent deduction is available to taxpayers. Types of meals eligible for a full deduction include: meals with employees/contractors if a majority (generally greater than 50 percent) of staff are present, food and beverages for company holiday parties/retreats, and food and beverages given free to the public.

Since 2018, businesses have been unable to write off expenses associated with entertaining clients for business purposes. However, business meals paid concurrently with entertainment expenses are still 50 percent deductible, provided these expenses are separately paid for or separately stated on the invoice.

Planning Tip—Entertainment activities with clients should be reviewed before year-end to determine their deductibility for 2024. The deduction for meals is preserved, so to the extent possible be sure to break out on the invoice the food portion of any entertainment expense incurred and, as always, maintain contemporaneous logs or other evidence of the business purpose of all meals and entertainment expenditures. This may require enhanced general ledger reporting to minimize effort in segregating deductible and nondeductible meals and entertainment expenses.

84. If you are looking to utilize bonus depreciation, plan your purchase of business property by year-end. For 2024, businesses can expense, under IRC Section 179, up to $1.22 million of qualified business property purchased during the year. This $1.22 million deduction is phased out, dollar for dollar, by the amount that the qualified property purchased exceeds $3.05 million.

Generally, qualified business property for purposes of Section 179 includes tangible personal property used in a trade or business, as well as nonresidential qualified improvement property, including, but not limited to, roofs, HVAC systems, fire protection and alarm systems and security systems. The qualified improvement property must also be placed in service after the date of the real property in order to qualify for accelerated depreciation under Section 179.

Additionally, bonus depreciation can be claimed on 60 percent of qualified new or used property placed in service during the year, and the first-year bonus depreciation on passenger automobiles (vehicles with gross vehicle weight less than or equal to 6,000 pounds) is currently $8,000. Bonus depreciation of 60 percent under the TCJA is available for property placed in service during the 2024 tax year. The definition of “qualified property” for purposes of bonus depreciation has been expanded to include the purchase of used property, so long as the taxpayer has not previously used the property (such as in a sale-leaseback transaction).

Beginning January 1, 2025, bonus depreciation drops further to 40 percent of qualified new or used property, and under current legislation will continue to be phased down by 20 percent each year until completely phased out in 2027.

Qualified business property for purposes of bonus depreciation includes, but is not limited to, equipment and tangible personal property used in business, business vehicles, computers, office furniture and land improvements to a business, as long as the recovery period of the property is less than or equal to 20 years.

Observation—For a vehicle to be eligible for these tax breaks, it must be used more than 50 percent for business purposes, and the taxpayer cannot elect out of the deductions for the class of property that includes passenger automobiles (five-year property).
Planning Tip—Depending on state regulations governing bonus depreciation and Section 179, if you have taxable income, consider using Section 179 in lieu of bonus depreciation. Section 179 allows for a full deduction instead of 60 percent, and most states either follow federal treatment or offer a reduced Section 179 deduction, whereas bonus depreciation in a taxpayer’s home state may not be allowed at all.

If electing Section 179 and subject to taxable income limitations, consider picking assets with longer depreciable lives to expense under Section 179. By doing this, you will depreciate your other assets over shorter recovery periods, thus accelerating and maximizing your depreciation deduction. Also, remember any unused Section 179 deductions due to taxable income limitations get carried to the subsequent tax year.

85. Select the appropriate business automobile. For business passenger cars first placed in service in 2024, the ceiling for depreciation deductions is $12,400. Higher deductible amounts apply for certain trucks and vans (passenger autos built on a truck chassis, including SUVs and vans). Vehicles such as SUVs and vans with gross vehicle weight ratings of between 6,000 pounds and 14,000 pounds are restricted to a first-year deduction of $12,400, in addition to the $30,500 that is permitted to be expensed under IRC Section 179. Automobiles that are used 50 percent or more for business are also eligible for bonus depreciation of up to $8,000. For vehicles placed in service in 2024, the depreciation limitation for passenger automobiles is $12,400 for the year the automobile is placed in service, $19,800 for the second year, $11,900 for the third year and $7,160 for the fourth and later years in the recovery period.

New Vehicle Depreciation in 2024

 

2024

 

Passenger automobiles

SUVs, vans, trucks

Maximum Section 179 allowed

$0

$30,500

Maximum bonus depreciation allowed

$8,000

60%

Year 1*

$12,400

$12,400

Year 2*

$19,800

$19,800

Year 3*

$11,900

$11,900

Year 4* and later

$7,160

$7,160

 

* Maximum amount of depreciation if electing out of or not qualifying for bonus depreciation and/or Section 179.

Illustration—If you purchase an SUV that costs $100,000 before the end of 2024, assuming it would qualify for the expensing election, you would be allowed a $30,500 deduction on this year’s tax return. In addition, the remaining adjusted basis of $69,500 ($100,000 cost, less $30,500 expensed under Section 179) would be eligible for a 60 percent bonus depreciation deduction of $41,700 under the general depreciation rules, plus up to the $12,400 cap for regular depreciation, resulting in a total first-year write-off of $77,760. This illustration also assumes 100 percent business use of the SUV.
Observation—Beware: Although the accelerated depreciation for passenger automobiles and SUVs is appealing, if your business use of the vehicle drops below 50 percent in a later year, the accelerated depreciation must be recaptured as ordinary income in the year business use drops below 50 percent.

Additionally, taxpayers are strongly urged to keep track of business miles through manual logs or digital apps in order to support business use of listed property.

Planning Tip—Among other reasons, if your vehicle has a weight rating of less than 6,000 pounds or you use the vehicle less than 50 percent of the time for business, you may choose to deduct the standard mileage rate rather than your actual expenses. If so, you will be pleased to know that the mileage rate for business use has increased from 65.5 cents/mile for 2023 to 67 cents/mile for 2024, though the rate for medical or moving purposes has decreased from 22 cents to 21 cents. Charitable mileage remains the same at 14 cents/mile.

86. Capitalize research and development expenses rather than deduct them. The TCJA made significant changes to research and development (R&D) expenses, which traditionally have been eligible for a write-off in the year incurred. Beginning in 2022, instead of deducting R&D costs when incurred, businesses must now capitalize and amortize over a five-year period for U.S.-based research and a 15-year period for research conducted abroad. These rules also apply to software development costs; however, real estate development and mining industries are exempt and are covered under different code provisions. It is also important to note that, even if the R&D project is abandoned or disposed of, no immediate deduction is available.

Observation—This change in accounting for R&D expenses does not impact the computation of the R&D tax credit, discussed below. The requirement to amortize R&D expenses only affects taxable income; the credit is still calculated based on the expenses incurred during the tax year.
Planning Tip—Many taxpayers likely performed R&D studies several years ago to establish a methodology of which general ledger expense items to include as R&D expenses. In light of the current changes, it makes sense for taxpayers to revisit their R&D study and determine if the original expenses identified still qualify. If company operations have changed over the years, taxpayers may be over or under-classifying R&D expenses.

It is also important taxpayers understand any differences in tax reporting at state/local levels for R&D expenses. Some states conform to new federal treatment, while others have decoupled and follow the old rules allowing for an immediate deduction. Pennsylvania, for example, conforms to federal treatment for C corporations only, while pass-through entities are permitted a full deduction for R&D expenses in the year incurred.

87. Defer taxes by accelerating depreciation deductions with cost segregation. Cost segregation is a tax strategy that allows real estate owners to utilize accelerated depreciation deductions to increase cash flow and reduce the federal and state income taxes they pay on their rental income. Property placed in service after September 27, 2017, with a class life of up to 20 years will generally qualify for bonus depreciation or the Section 179 deduction. The bonus depreciation rate decreases to 60 percent for 2024 and will continue to phase out in 20 percent increments through 2027, while the 179 deduction allows a 100 percent deduction for property placed in service up to a limit of $1.22 million for 2024 per entity. Real estate that is nonresidential property is generally classified as 39-year property and is not eligible for bonus depreciation or the 179 deduction. While it may seem as though utilizing the Section 179 deduction is better, it is also subject to limitations both at the entity return level and at the personal return level as well, so that also needs to be taken into consideration.

A cost segregation study allows for the appropriate allocation of costs amongst various class lives and may permit owners to take advantage of greater depreciation deductions (including bonus depreciation and the 179 deduction). Further, by frontloading allowable depreciation deductions to the early years of the property’s life, reclassification can result in significantly shorter tax lives and greater tax deferrals. If rather than financing the property, the property is purchased with cash, a cost segregation study might be necessary for cash-flow purposes. When property is purchased with cash, a significant amount of money gets tied up without receiving an immediate tax deduction, creating a situation where effectively income is recognized without the cash to cover the tax. A cost segregation study helps resolve this by aligning the tax benefit with the investment. Conversely, if a property is financed with a mortgage, the gradual depreciation deduction aligns more closely with the cash outflows of the mortgage payments, making the standard depreciation expense a natural fit. In such a situation, a cost segregation study may not be needed for cash flow purposes, as the timing of deductions and expenses is already in line.

While the immediate tax savings might seem appealing, depending on the size of the property and the level of complexity that is involved, cost segregation studies can be quite expensive. It is also worth noting that while a cost segregation study accelerates deductions, it does not increase the total deductions over the property’s life, it simply shifts the deductions to earlier years. So, while it might improve short-term cash flow, there is no guarantee that it will provide a long-term benefit. Furthermore, if down the road the property is sold, accelerated depreciation from a cost segregation can create a recapture trap in which shorter-lived assets are taxed at higher depreciation recapture rates, instead of the lower 25 percent recapture rate applied to real property, i.e. buildings.

88. Consider simplifying accounting methods. If average gross receipts for the three prior years exceed $30 million in 2024, taxpayers are not permitted to use the simpler cash method of accounting, which could create an additional accounting expense. Similarly, businesses with average gross receipts of over $30 million are not able to account for inventories of materials and supplies, and taxpayers are forced to use the more complex uniform capitalization rules. Under the TCJA, the thresholds for both the cash method of accounting and the uniform capitalization rules were indexed for inflation and have increased from $29 million in 2023. Keep in mind that if your business is considered a tax shelter, you are required to use the accrual method of accounting.

Planning Tip—If your business’ income previously exceeded the thresholds, but falls beneath the higher thresholds for 2024, it may be worth considering whether tax accounting change would be a useful strategy. The average gross receipts threshold will increase to $31 million in 2025.

89. Determine the merits of switching from the accrual method to the cash method of accounting. The cash method allows businesses to deduct expenses when paid, whereas the accrual method deducts expenses when either economic performance has occurred or all events have been met. The accrual method of accounting is generally used by businesses that sell merchandise to account for revenue and inventory related to the merchandise. While this may provide a more complete picture of the financial status of a business, from a tax perspective it provides much less flexibility in terms of planning options and is more difficult to use than the cash method of accounting. The good news is that for 2024, businesses with average gross receipts over the last three years of $30 million or less that would otherwise be required to use the accrual method of accounting can elect to use the cash method. A C corporation that is a qualified personal service corporation is also allowed to use the cash method, as long as it does not maintain inventories for tax purposes, regardless of annual gross receipts. While there are some caveats to obtaining this relief, it is a tax-saving strategy worth considering if your business can meet the average gross receipts test and is currently using the accrual method of accounting.

90. Select the most tax-efficient inventory method. If your business tracks inventory, you may be able to realize up-front income tax savings based on your selected inventory method. In inflationary periods like we are currently in, using the last in, first out (LIFO) method can produce up-front income tax savings since it assumes that the higher priced inventory units purchased last were the first ones sold. Conversely, in a period of falling prices, which is very rare and almost unimaginable currently, the first in, first out (FIFO) method would provide larger tax savings since it assumes that higher priced inventory units purchased first are the first ones sold.

It is important to understand that utilizing either the FIFO or specific identification inventory valuation methods does not require as much work in tracking inventory as the LIFO method. If a company elects to use the LIFO inventory valuation method, they are required to keep track of their “LIFO reserve,” which is the difference between the ending inventory balance using LIFO and what the ending inventory balance would be using a different valuation method. It is also important to keep in mind that if the LIFO method is used for tax purposes, any applicable full-year financial statements provided to external parties of the company are required to use the LIFO method as well, which could result in a company’s financial position appearing significantly weaker. Further, while LIFO almost always provides an up-front benefit during inflationary periods, this is merely a tax deferral strategy. In fact, some events can trigger LIFO reserve recapture, resulting in “phantom income,” where income is reported without actually receiving cash. Thus, the up-front benefits of LIFO need to be weighed against the additional work required to keep track of the inventory, the effect it will have on financial statements and the inevitable tax bill looming in the future.

The IRS requires you to select an inventory method the first year your business is in operation. If you decide to make a change, you must alert the IRS and gain approval for the first tax year that you adopt the new method. Professional assistance may be needed.

91. Establish a tax-efficient business structure. The structure of your business can impact your personal liabilities as well as your tax liabilities. Businesses may operate under various structures, including general partnership, limited liability company, limited liability partnership, S corporation, C corporation and sole proprietorship. In particular, the C corporation has a structure that can cause double taxation, especially upon the sale of a business. While the primary factors that distinguish one structure from another are often owner liability and income taxation, it is prudent to consider other characteristics as well. Some of the more pertinent considerations are summarized in the chart below. The entity selection decision should be carefully evaluated by you and your team of legal and tax advisors as it is one of the first and most important decisions made when setting up a business.

Considerations When Choosing Business Entity

 

C corporation

S corporation

Sole proprietor

Partnership

Limited liability company

Limit on number of owners

No limit

100

One

Two or more

No limit

Type of owners

No limitation

 

Certain individuals, estates, charities and S corporations

Individual

No limitation

No limitation

Tax year

Any year permitted

Calendar year

Calendar year

Calendar year

Calendar year

How is income taxed

Corporate level

Owner level

Individual level

Owner level

Owner level, unless treated as an C corporation

Character of income

No flow through to shareholders

Flow through to shareholders

Taxed at individual level

Flow through to partners

Flow through to members

Net operating losses

No flow through to shareholders

Flow through to shareholders

Taxed at individual level

Flow through to partners

Flow through to members

Payroll taxes

Shareholder/officers subject to payroll taxes only on compensation

Shareholder/officers subject to payroll taxes only on compensation

Active owner subject to self-employment taxes on all income; no unemployment tax

Active general partner subject to self-employment taxes on all income; no unemployment tax

Active member subject to self employment taxes on all income; no unemployment tax

Distributions of cash

Dividends to extent of earnings and profits

Typically not taxable until accumulated adjustment account is fully recovered

No effect

No effect except for calculation of basis

No effect except for calculation of basis

Distribution of property

Dividend treatment, gain recognition to entity

Gain recognition to entity

No effect

No gain or loss to entity

No gain or loss to entity

 

Planning Tip—Self-employment taxes are rarely discussed during the formation of an entity, but should the entity choose a multimember LLC, careful structuring may help minimize the members’ exposure. Generally, the income of multimember LLCs is taxed as a partnership and income flows through to the partners, who may be subject to self-employment tax. However, the income of limited partners is not usually subject to self-employment tax unless the payments are guaranteed for services rendered. The IRS further restricts who may claim the limited partner exception to self-employment tax based on the partner’s involvement and activity within the entity. In order to avoid such treatment, a number of steps can be taken at entity formation to protect against inadvertent self-employment tax. The LLC may wish to form a management company, make a spouse the majority partner in the LLC or establish multiple ownership classes. If you are forming an entity, you need to ensure you have a knowledgeable tax advisor in your corner in order to maximize planning opportunities.

92. Ensure your S corporation is paying reasonable compensation. The tax law requires an S corporation pay their shareholder/employees a reasonable compensation for their services to the S corporation. The compensation paid is treated as wages subject to employment taxes. If the S corporation does not pay a reasonable compensation for shareholder/employee services, the IRS may treat a portion of the S corporation's distributions to the shareholder as wages and impose Social Security and Medicare taxes on the adjusted wages.

With the recent infusion of cash into enforcement procedures, reasonable compensation examinations are projected to increase in the coming years. This makes it a great time to check or double check that your S corporation is paying reasonable compensation.

Observation—Reasonable compensation is not a defined standard and there is no simple formula. Instead, reasonable compensation is based on a variety of facts and circumstances, which can include, but is not limited to:
  • Responsibilities and duties of the shareholder/employee;
  • The amount of time required to perform those duties;
  • The employee's ability and accomplishments;
  • What local business pay for providing similar services in your area;
  • Compensation agreements; and
  • Company profits.

Given the varying aspects of how reasonable compensation can be computed, how should you approach the computation of reasonable compensation? While there is no one answer, the most important aspect of reasonable compensation is maintaining contemporaneous and credible documentation to support the research used to determine the end reasonable compensation number showing all factors used to making a reasonable decision.

93. Consider the benefits of establishing a home office. With more people now working from home than ever before, taxpayers may wonder if they qualify for the home office deduction. Those taxpayers who own small businesses or are self-employed and work out of their home may very well have the ability to take advantage of the home office deduction if they heed the rules below. Currently, W-2 employees do not qualify to take the home office deduction.

Expenses related to your home office are deductible as long as the portion of your home that qualifies as a home office is used exclusively and on a regular basis as a principal place of business. This can be broken down into a few factors:

  1. You must use part of the home or apartment on a continuous, ongoing or recurring basis. Generally, this means a few hours a week, every week. A few days a month, every month, may do the trick. But occasional, “once in a while” business use won't do.
  2. To qualify under the exclusive use test, you must use a specific area of your home or apartment only for your trade or business. The area used for business can be a room or, preferably, a separately identifiable space. It cannot be the kitchen table, family room, den or playroom where clearly other nonbusiness activities occur.
  3. The area must be a place where you meet or deal with clients in the normal course of your trade or business, and the use of your home is substantial and integral to the conduct of your business. Incidental or occasional business use is not regular use, but this test may be met even if you also carry on business at another location.

A simplified home office deduction ($5 per square foot, up to 300 square feet for a maximum of $1,500) is also available to taxpayers, which minimizes expense tracking while providing a flat rate deduction per square foot of office space. In addition to claiming a deduction for home office expenses, the ability to qualify as a home office may enable you to deduct the cost of traveling between your home and other locations where you conduct business.

Observation—Take advantage of the home office deduction if you meet the requirements. Using your home or apartment for occasional meetings and telephone/videoconferencing calls will likely not qualify you to deduct expenses for business use. The exclusive use test discussed above may be satisfied by remote workers, as long as you are using the space exclusively for business (i.e., you are not working from the kitchen table). However, the regular test as a continuous, ongoing or recurring basis may not be met if you have been required to return to the office. It is still unclear whether regular use for a short period of time, but not thereafter, will pass IRS scrutiny, so it is often best to tread lightly when claiming a home office, as home office expenses may not be worth the often nominal tax impact and potential audit exposure.

Also, there is a potential downside for claiming home office deductions. For example, on the sale of your home, home office depreciation previously claimed does not qualify for the exclusion of gain on the sale of a principal residence, which could result in additional tax when you sell your home. Additionally, be sure you meet all the requirements for claiming a home office deduction, as the deduction can be a red flag, prompting IRS inquiry. It will be important to be proactive in your tax planning and maintain accurate record keeping.

94. Take a closer look at your independent contractors and employees to ensure correct classification. While hiring workers for your business seems simple enough, the question of whether a worker is an independent contractor or employee for federal income and employment tax purposes is a complex one. It is intensely factual, and the consequences of misclassifying a worker can be serious. In general, there are three categories with which to consider whether a worker is an independent contractor or employee: financial, control and relationship. The financial aspect involves the right to direct or control the business part of work. Independent contractors often realize a profit or loss. Additionally, they may have significant investment in their work. The person (or entity) who controls how a job is performed is the employer. There are many factors requiring assessment to properly determine degree of control, as discussed below. Therefore, if the worker has control, the worker is self-employed and an independent contractor subject to self-employment taxes. On the other hand, if a worker is an employee, the company must withhold federal income and payroll taxes, pay the employer’s share of Federal Insurance Contributions Act taxes on the wages plus Federal Unemployment Tax Act tax, and often provide the worker with fringe benefits that are made available to other employees, which illustrates the relationship category. There may be state tax obligations as well. Since these employer obligations do not apply for a worker who is an independent contractor, the savings can be substantial.

Observation—The IRS continues to intensely scrutinize employee/independent contractor status. If the IRS examines this situation and reclassifies the worker as an employee, not only are employment taxes due, but steep penalties will be assessed. The IRS’ three-category approach―behavioral control, financial control and type of relationship―essentially distills the 20-factor test the IRS had used to determine whether a worker was an employee or an independent contractor. The gig economy is also changing the landscape by challenging the use of traditional criteria to assess a worker’s classification. Consider seeking professional guidance to review your worker classifications.

95. Maximize business deductions and minimize employee taxable income by establishing an accountable expense reimbursement plan. An accountable plan reimburses employees for work-related expenses by utilizing specific reporting, substantiation of business expenses and return of any excess cash advances. Employers are allowed to deduct, and employees allowed to exclude from gross income, employer expense reimbursements if paid under an accountable plan. Since both the employer and employee benefit from establishing an accountable plan, the need to specifically track expenses is usually worth the minimal extra effort over a nonaccountable plan.

Observation—An accountable plan is a process of reimbursing an employee, through proper and formal expense reimbursement and reporting procedures, for business-related expenses, and therefore not included in compensation and ultimately not considered taxable income. The costs must be business-related; therefore, it is imperative to maintain segregated and accurate accounting of expenses. Examples of reimbursable expenses can be the business use of a cellphone, travel expenses, meal expenses, car expenses like gas or mileage, or professional dues associated with one’s career. The key is to develop a reimbursement process that is consistent and well documented within the organization.

96. Employ your child or grandchild to increase tax savings. Employing your children or grandchildren can allow you to shift income to their typically lower tax bracket and may actually avoid tax entirely (due to the child’s standard deduction). Since this is earned income and not investment income, it is not subject to the kiddie tax. There may also be payroll tax savings, as wages paid by sole proprietors to their children age 17 and younger are exempt from both Social Security and Medicare taxes, while payments for the services of a child under the age of 21 are not subject to Federal Unemployment Tax. Please note: Payments to children by a corporation or partnership are not exempt from these payroll taxes. In addition to the potential tax savings, employing your children has the added benefit of providing them with earned income, which enables them to contribute to an IRA. (See item 41.)

Observation—When employing your child or grandchild, keep in mind that any wages paid must be reasonable given the child’s age and work skills. Also, if the child is in college or entering soon, excessive earned income may have a detrimental impact to the student’s eligibility for financial aid.

97. Avoid letting your business tax credits go unused. Credits directly reduce tax dollar-for-dollar and prove to be more effective than deductions, which only reduce taxable income. The work opportunity tax credit, set to expire in 2025, is currently available to employers who hire individuals from certain targeted groups. Eligible employers can also claim the retirement plan tax credit for startup costs related to a qualified plan. Other tax credits are available for paid family and medical leave if an employer has written policies in place. Employers can also receive tax credits for other employee-provided services such as providing health insurance coverage to employees, child care facilities/services and making improvements so businesses are accessible to persons with disabilities.

98. Conduct a research and development study to maximize your R&D tax credit. The R&D credit may be claimed by taxpaying businesses that develop, design or improve products, processes, formulas or software. Many states also have an R&D credit. More industries and activities now qualify for the R&D tax credit than ever before. The credit is even available for professional firms that develop or improve software for use in their business. Businesses of all sizes should consider a formal R&D study, especially in light of the five-year amortization requirement, to ensure property tax compliance as well as maximization of R&D credit potential.

99. Generate payroll tax credits with the R&D tax credit. While it is generally known that the R&D tax credit can be applied to income taxes and the AMT (as long as certain requirements are met), qualified small businesses can also use the R&D tax credit against the employer portion of Social Security and Medicare payroll taxes. To qualify for this credit, a small business must: (a) have gross receipts of under $5 million for the current tax year; (b) have had gross receipts for five years or less, including the current year; (c) have qualifying research activities and expenditures; (d) have R&D credits it can use in that year; and (e) incur payroll tax liabilities. Businesses can generate up to $500,000 in payroll tax credits per year for five years, and any unused portion can be carried forward for up to 20 years. The payroll tax offset is available on a quarterly basis beginning in the first calendar quarter that begins after a taxpayer files their federal income tax return. The payroll tax credit election may especially benefit eligible startup businesses having little or no income tax liability. Contact us or your qualified tax professional for assistance in determining activities eligible for these incentives and the assessment of the appropriate documentation required to support your claim.

100. Perform a compensation study. Businesses can maintain deductibility, yet avoid payroll taxes, on compensation moved from salary to fringe benefits. Employees will enjoy the tax savings resulting from lower taxable compensation. Benefits typically shifted include medical insurance and employee discounts. This may be a positive way to attract and retain employees. It is important to note, however, that transportation fringe benefits are not deductible by the employer unless included in the employee’s W-2 wages.

Planning Tip—In this competitive employee market, employers are finding it necessary to increase both wages and benefits. One terrific tool is the $5,250 employer-provided tuition assistance reimbursement. Your employees will benefit from untaxed compensation, while the employer utilizes a compensation tool not subject to employment taxes. (See item 112.)

Utilizing a qualified plan for employee expense reimbursements is another way both employer and employee may enjoy tax-advantaged benefits, while also potentially helping the employer save on office expenses. We are often called upon to help ensure that our clients’ plans meet IRS requirements.

Transportation benefits are another way to provide tax advantaged benefits. The costs for parking, transit passes and vanpooling are tax-free up to a set monthly limit ($315 in 2024).

101. Enhance employee health by establishing health savings accounts (HSAs) and other cafeteria plans (i.e., Section 125 plans or flexible spending accounts (FSAs). A Section 125 plan, also known as a cafeteria plan, is a written plan maintained by an employer allowing eligible employees to access certain benefits. These plans provide an IRS-approved way to lower taxes for both employers and employees, since they enable employees to make pre-tax contributions from their paychecks for adoption expenses, certain employer-sponsored insurance premium contributions, dependent care costs and unreimbursed medical expenses. Furthermore, Section 125 plans are permitted to offer salary-reduction HSA contributions for eligible employees as part of the menu of plan choices. Thus, employers can sponsor the HSAs and employer contributions are not subject to income or employment taxes.

Funds contributed by employees are free of federal income tax (at a maximum rate of 37 percent), Social Security and Medicare taxes (at 7.65 percent) and most state income taxes, with the notable exceptions of California and New Jersey (at maximum rates as high as 11 percent), resulting in a tax savings of as much as 55.65 percent. As a result, the employer also pays less in Social Security matching tax. Like an accountable expense reimbursement plan, it can assist an organization in achieving its strategic goals by enhancing its ability to attract and retain talented, experienced people. Since many restrictions apply, you should carefully review this arrangement before instituting a plan.

Planning Tip—Unlike retirement accounts, employer contributions to an HSA are 100 percent vested, meaning that employees own the funds in their account from the moment they are deposited. Therefore, employers cannot recoup payments from employees who terminate employment.
Planning Tip—To be in compliance with Section 125 plans, proper documents, including a master plan document, an adoption agreement and a summary plan description, must be maintained. Furthermore, the plan documents must be furnished to all eligible employees within 90 days of becoming covered by the plan.
Planning Tip—FSAs are “use-it-or-lose-it.” Funds within an FSA must generally be used within the plan year or it will be forfeited, with the exception of some plans that can allow a maximum of unused funds of $660 to carry over to 2025.

102. Ensure succession readiness with a succession plan. Having a plan ready in the event of the owner’s death, disability or retirement is critically important for all business owners. Having a strategy in place is crucial to ensure a smooth transition of ownership. Failure to properly plan for an ownership transition could result in the collapse a successful business and/or create a greater tax burden on the owner or heirs. It is important to identify candidates for leadership and applicable ownership roles, while also considering potential gift and estate tax consequences. In connection with your CPA, lawyer and financial advisors, you can transfer control as planned, create a buy-sell agreement, develop an employee stock ownership plan and conduct the succession of your business in an organized manner.

103. Deduct your business bad debts. If your business uses the accrual method of accounting it is prudent to examine your receivables before year-end, as business bad debts are treated as ordinary losses and can be deducted when either partially or wholly worthless. Not being paid for services or merchandise is bad enough; do not pour salt into the wound by paying income tax on income you will never realize.

104. Do not become trapped by the hobby loss rules. If your business will realize a loss this year, you need to consider the so‑called hobby loss rules to ensure the business is treated like a business, not a hobby, so the loss remains deductible. If an activity generated a profit in three out of the last five years, it is generally presumed to be a for-profit venture rather than a hobby. Even if the activity is considered not for profit, any income must still be included on your tax return, though in this case, the income may only be subject to income tax and not self-employment taxes.

105. Sell your company’s stock, rather than its assets. If you are considering selling your business, you may wish to structure the transaction as a sale of the company’s stock rather than a sale of the company’s assets. A sale of your company’s stock will be treated as the sale of a capital asset and the preferential long-term capital gain rates will apply. A sale of the company’s assets, on the other hand, will typically result in at least some of the gain being taxed at the much higher ordinary income tax rates. However, since the buyer will generally want to structure the transaction as a purchase of the company’s assets in order to increase his or her depreciation deductions, some negotiating by both parties should be expected. The sale of a business is a complex transaction and you should consult your legal and tax professionals when considering a sale.

While the potential taxes from selling your business can be daunting, deferring the gain or spreading income over a few years through an installment sale could prove useful and benefit both parties involved.

106. Consider installment sale treatment for sales of property at a gain. When property is sold, gain is generally recognized in the year of sale. The installment sale provisions can delay the tax impact of the sale until the funds are collected. The installment method is required for cases where there is a sale of property and the seller receives at least one payment after the year in which the sale occurs. This method typically defers a substantial part of the tax on the sale to later years. Under the installment method, gain is recognized ratably over multiple years on the sale to the extent that payments are made on the installment note, subject to a gross profit computation. This allows the gain to be recognized only to the extent of payments actually received and is a valuable method to defer income.

This also applies in situations in which a taxpayer sells a property and takes back paper (seller-finance mortgage), meaning they receive a formal note receivable from the purchaser with an agreed upon interest rate and a predetermined payment/amortization schedule. Usually, the seller takes back a promissory note when the purchaser cannot secure third-party financing, effectively providing seller financing for the transaction. As the payments are received, the interest portion is recognized as interest income, and the principal portion is partially taxable as gain based on the gross profit percentage with the remainder being a nontaxable return of basis.

If cash proceeds are received over multiple years and you prefer not to use the installment sales method to report the income, an election is available to “elect out” of the installment sale treatment and pay the entire amount of tax due in the year of sale. You have until the due date of your return (including extensions) to elect out of installment reporting. In addition, not all states allow this type of gain treatment, so state tax effects also need to be considered.

Observation—The IRS also imposes an additional interest charge on installment sale obligations if the total amount of the taxpayer’s installment obligations at the end of the tax year exceed $5 million. The interest charge is assessed in exchange for the taxpayer’s right to pay the tax on the installment sale income over a period of time.
Planning Tip—Many types of transactions are not eligible to be reported under the installment sale method. These transactions include a sale at a loss, sales of stocks or securities traded on an established securities market and a gain that is recaptured under IRC Section 1245. If an ordinary gain is incurred through depreciation recapture, it must be recognized in the year of the sale even if no cash is received.
Planning Tip—Utilizing the installment sale method can actually be a tax savings mechanism, as opposed to simply a tax deferral. This is possible as, with ordinary income, capital gains are taxed at graduated rates based on the taxpayer’s total taxable income. By spreading the income over multiple years, you may be able to achieve a lower effective tax rate than if the gain were realized entirely in the first year. In fact, the lowest tier capital gain rate is zero percent, so if the seller’s other taxable income is below the threshold amount and the installment payments received each year are minimal, it is possible to pay no tax on the capital gain.

107. Carefully consider setting up a captive insurance company to realize insurance cost savings. For certain groups, setting up a small “captive” insurance company, which is owned and controlled by the insureds, may result in insurance savings, particularly when there is a high loss ratio anticipated from claims. In addition, small captives qualifying under IRC Section 831(b) (known as “microcaptives”) pay income tax only on investment income, not underwriting income, and have dividends taxed as qualified dividends. Note that Section 831(b) does contain some restrictions; for example, the insurance company must have net written premiums (or, if greater, direct written premiums) for the taxable year that do not exceed $2.8 million. Generally, these captives are set up among related companies, companies within the same industry or companies affiliated with some association. Microcaptive insurance companies continue to come under increased IRS scrutiny, so it is imperative that you consult with professionals before setting one up.

Observation—The IRS has released a 2024-2025 Priority Guidance Plan that addresses microcaptive insurance arrangements. The IRS is placing a high priority on regulation of microcaptives and expects to finalize regulations under Section 6011 that identifies certain microcaptive transactions as “listed transactions” or “transactions of interest” by 2025. Earlier proposals by the IRS have drawn widespread criticism for being too strict, as it aims to combat potentially abusive tax transactions. Time will tell how strict the new regulations will be.

108. Lease modifications may generate unintended tax consequences. With the fluctuating real estate market of the past few years, many businesses have entered into lease modification negotiations with their landlords. However, businesses should look at potential tax impacts. IRC Section 467 was originally enacted as an anti-abuse provision to prevent tax shelters that took advantage of certain timing differences. Leases can be governed under Section 467 in the event of modification and can result in the inclusion of income if lease terms are substantially modified by:

  • Increasing/decreasing the lease payments;
  • Shortening/extending the lease term; and/or
  • Deferring/accelerating lease payments due.

Opportunities for lease modifications are available without triggering Section 467. These safe harbors include a rent holiday of three months or less and certain contingent payments.

Moving forward, lease modifications will remain a very complicated issue. It is important to remember that regardless of what the modifications are, leases must be reported on an accrual basis. Comprehensive contract analysis and Section 467 testing will be required on a case-by-case basis as lessors and lessees continue to modify leases to get the best deal.

109. Fly solo with a one-participant 401(k). A solo 401(k) is a retirement plan designed for one participant and can cover the businesses owner or owner plus spouse. For the most part, these plans have the same rules and requirements as any other 401(k) plan. The business owner is both employee and employer in a 401(k) plan, so contributions can be made to the plan in both capacities allowing for employer contributions, elective deferrals and catch-up contributions. For 2024, the solo 401(k) total contribution limit is $69,000, or $76,500 if you are age 50 or older. The owner can contribute both:

  • Elective deferrals up to 100 percent of compensation (earned income in the case of a self-employed individual) up to the annual contribution limit ($23,000 for 2024, plus $7,500 if age 50 or older); and
  • Employer nonelective contributions up to 25 percent of compensation as defined by the plan (for self-employed individuals the amount is determined by using an IRS worksheet and in effect limits the deduction to 20 percent of earned income).
Planning Tip—Because solo 401(k) plans cover only highly compensated employees (i.e., the owner) they are not subject to the actual contribution percentage (ACP) and actual deferral percentage (ADP) tests and can therefore be easier and less expensive to maintain than other 401(k) plans.
Observation—It is important to monitor the value of the assets within a solo 401(k). Though they do not require ACP or ADP testing, one-participant 401(k) plans are generally required to file an annual report on Form 5500-EZ when plan assets are $250,000 or more at year-end. A one-participant plan with fewer assets may be exempt from the annual filing requirement. Please track and report to the fund administrator the plan asset value and ensure any required Forms 5500 are timely filed. If you have an established solo 401(k) plan, experienced significant appreciation due to market gains and are unsure if a Form 5500 has been filed, please contact your tax advisor as soon as possible.

110. Document your business expenses. You should be ready to substantiate (and may be required to do so under audit) every item you report on a tax return to the IRS, state or even local tax authority. This is particularly important for certain expenses like travel, meals, transportation expenses, gifts, entertainment (if applying to state or wages of employee) and those expenses associated with listed property (e.g., vehicles) as they are subject to more specific and demanding rules regarding substantiation and documentary evidence. Deductions in these categories can be disallowed, even if valid, if contemporaneous evidence is not properly maintained for the expense that includes:

  1. The amount of the expense;
  2. The time and place of travel;
  3. The business purpose;
  4. For gifts, the date and a description of the item given and the business relationship to the taxpayer of the person receiving the gift; and
  5. The business relationship to the taxpayer of the person receiving the benefit.
Planning Tip—To meet the adequate records requirement, you could maintain (1) an account book, diary, log, statement of expense, trip sheets or similar record as well as (2) documentary evidence that, in combination, are sufficient to establish each element of an expenditure or use for travel. However, it is not necessary to record information in an account book, diary, log, statement of expense, trip sheet or similar record that duplicates information reflected on a form of documentary evidence if they complement each other in an orderly manner.

Documentary evidence (paid bill, written receipt or similar evidence) is required to substantiate all expenses of $75 or more. A written receipt is always required for lodging while traveling away from home, regardless of the amount. However, for transportation charges, documentary evidence is not required if not readily available (e.g., cab fare).

Observation—A credit card statement alone is not sufficient documentary evidence of a lodging expense. Instead, a detailed hotel bill reporting the components of the hotel charges is required.

111. Claim a small businesses credit for starting a retirement plan. Retaining good employees in the current environment is critical for business survival. Congress has assisted businesses in this regard by allowing a credit equal to 50 percent of certain costs incurred when setting up a retirement plan for employees. The credit is generally limited to $250 per employee per year, but the limit is no less than $500 and no more than $5,000. So, if you spend $12,000 this year in establishing a plan and $11,000 in the next two years on administration and employee education, you would be eligible for a $500 credit against your taxes in each of those three years if you have one employee, a $1,250 credit if you have five employees, and a $5,000 credit if you have 25 employees. (Before 2020, the limit was $500 a year and did not increase based on the number of employees.)

To qualify for this credit, taxpayers must:

  • Have no more than 100 employees who received at least $5,000 of compensation in the year before starting the plan;
  • Have at least one employee participate in the plan who meets the definition of a “nonhighly compensated employee”; and
  • Not have had a retirement plan during the three tax years right before the year in which the plan starts.
Observation—The SECURE Act 2.0 further sweetened the tax credit for employers with 50 or fewer employees, by allowing them to claim up to 100 percent of plan startup costs.
Planning Tip—Businesses that have had a retirement plan during the last couple of years may consider waiting three years from the time the plan was terminated before starting a new plan in order to qualify for the credit. As an example, if you terminated a plan in 2021, you would have to wait until 2025 to start a new plan to qualify for the credit. Also, it is important to consider that any expenses utilized in determining this credit cannot also be deducted as regular business expenses. Although credits typically are more advantageous than deductions because they represent a dollar-for-dollar reduction in tax liability, the limitations on this credit could result in a situation where deducting the costs may be more beneficial.
Observation—Several types of plans that qualify can be established for your employees. For example, you could start a pension, profit sharing or an annuity plan, among other choices. If you considering establishing a retirement plan, please reach out to your tax advisor to ensure you maximize your tax benefits.

112. Reward past employee education with an excluded tax benefit. Do you want to help ease the minds of your employees while retaining their talent and recognizing the costs incurred for them to obtain that talent? Ask your tax advisor about a 127 plan!

A 127 plan is a tool available to any employer for offering tax-exempt tuition benefits to their employees. Currently scheduled to expire for payments made after December 31, 2025, this plan allows employers to exclude from an employee's gross income any payments made by an employer of principal or interest, up to $5,250, on any qualified education loan incurred by the employee. To qualify, the employer is required to inform all eligible individuals, ensuring that there is no discrimination in favor of highly compensated employees or the restricted ownership class. Qualified student loan payments must be aggregated with any other educational assistance received by the employee when applying the statutory maximum of $5,250.

Planning Tip—If you are seeking to retain talented employees with varying levels of student loans, this is a great avenue to reward your employees tax-free. They will feel compensated by receiving a debt payment on their outstanding loans while incurring no gross income.

113. Utilize a private foundation to accomplish charitable goals. While donor-advised funds are increasingly popular among philanthropic individuals, private foundations may offer certain advantages to families looking to create a multigenerational plan for charitable giving. Since private foundations can exist in perpetuity, they are an excellent vehicle to carry on a founder’s family name. Generally, donor-advised funds are not legally separate from the 501(c)(3) sponsoring organization and may have time limits. Further, while donor-advised funds usually follow a donor’s direction in gift giving, they are not legally required to follow those wishes. Private foundations may provide donors with greater flexibility in gift giving.

Donors can realize immediate tax benefits through an income tax deduction when contributing cash amounts to a private foundation. This deduction can be up to 30 percent of adjusted gross income (AGI). For noncash contributions, the deduction is capped at 20 percent of AGI in most instances. However, in certain cases, a conduit (pass-through) foundation can be used, which would allow charitable deductions of up to 60 percent of AGI.

Observation—Private foundations are not without their limitations. Excise taxes are assessed annually on investment income, and foundations must distribute 5 percent of their assets each year to qualifying 501(c)(3) organizations. Presently, the excise tax rate for private foundations is 1.39 percent of net investment income, with a further reduction to 1 percent in certain cases. The tax must be paid annually at the time of filing the return. If the total tax for the year is $500 or more, the tax should be paid in quarterly estimated tax payments to avoid underpayment of tax penalties.

We can assist you, based on your unique situation, in determining whether a private foundation is a good fit for you.

114. Confirm that your private foundation meets the minimum distribution requirements. All private foundations are required to distribute approximately 5 percent of the average fair market value of their assets each year. Qualifying distributions meeting this requirement include grants, administrative expenses related to the charitable activity and other specified operating expenses. The foundation has 12 months after the close of the tax year to make their qualified distribution. If the distribution requirement is not met within that timeframe, an excise tax of 30 percent will be imposed.

115. Beware of the recapture of tax benefits on property not used for an exempt purpose. When a donor makes a charitable contribution of tangible personal property that is not used for exempt purposes and the donor originally claimed a deduction for the fair market value of the property, the donor’s tax benefit may need to be adjusted.

If a donee organization disposes of applicable property within three years of the contribution of the property, the donor claimed a deduction of more than $5,000, and the organization does not certify that the property was substantially used for the organization’s exempt purpose or the intended use became impossible to implement, the donor is subject to a tax benefit adjustment.

If the donation is significant, the donor may consider formalizing the donee organization’s strategy regarding the property or ask the donee organization to indemnify the donor.

A $10,000 penalty applies if a person fraudulently misidentifies property as having a use that is related to either a purpose or function of the organization. Such a situation may require the donor to recapture a portion of the deduction and include in income the difference between the amount previously claimed as a deduction less the donor’s basis in the property when the contribution was made (the built-in gain).

116. Ensure your public charity meets the public support test. Unlike private foundations, funding for public charities is expected to come from a diverse set of donors who are not closely tied to the 501(c)(3) organization. As such, public charities have a separate set of tests that are required to be met in order to retain their “public” status. Each of the following tests measures public support over a five-year period:

  • Charity receives at least one-third of its support from contributions from the general public or meet 10 percent facts and circumstances test (normally receives a substantial part of its support from governmental units or general public) (509(a)(1)); or
  • Charity receives at least one-third of its support from contributions from the general public and/or from gross receipts from activities related to tax-exempt purposes. It can receive no more than one-third of its support from gross investment income and unrelated business taxable income (509(a)(2)).

If the public charity fails to meet one of the two public support tests, the organization runs the risk having its public status revoked and becoming a private foundation, subject to the excise tax. Newly formed public charities will have six years to meet the public support test.

Planning Tip—If a public charity receives several large contributions in succeeding years, the concentration of these funds will start to reduce the amount of public support and could send the public charity dangerously close to the precipice of the private foundation excise tax. Luckily, if the grants are “unusual” in nature and are from disinterested parties, attracted due to the public nature of the charity, unusual or unexpected in their size, and cause the public support test to be adversely affected, the charity may be able to exclude these grants from the public support calculation. A nonprofit should consult its tax advisor to determine if their extraordinary grants are adversely affecting their public charity status.

117. Review your estate planning documents well before the TCJA is scheduled to expire at the end of 2025. At year-end, individuals are presented with a strategic opportunity to evaluate their wealth and estate planning strategies. Considering the potential expiration of key provisions in the TCJA, estate plans should be crafted with maximum flexibility. Formula bequests need scrutiny to ensure their relevance under current and expected future laws. Additionally, contemplating the granting of limited powers of appointment to trust beneficiaries can offer post-mortem tax planning flexibility.

There has been a lot of speculation regarding potential legislation and significant reductions to the federal estate, gift and generation-skipping transfer unified credit that was previously doubled by the TCJA. The increased exemptions are still scheduled to sunset in just over two short years. In anticipation of the future changes, if you have not examined your estate plan within the last few years, you should consider doing so immediately. Without intervention, the favorable changes enacted by the TCJA will lapse back to their pre-2018 amounts at the end of 2025 (the unified credit will be reduced by over $6 million after considering inflation).

While addressing your will, also consider the benefits of a living will, medical power of attorney, healthcare directives, durable power of attorney and the appropriateness of your beneficiary designations on your retirement accounts and life insurance policies.

Planning Tip—One easy step to take in reducing your exposure to the estate tax is to make annual gifts before the end of the year. In 2024, an unmarried donor may now make a gift of $18,000 to any one donee, and a married donor may make a gift of $36,000 to any one donee, as the gift can be considered split with his or her spouse without using any of their unified credit or incurring a gift tax. Thus, a gift of $72,000 may be made by a husband and wife to another married couple, free of gift tax and with no impact on the unified credit. In 2025, the annual gift tax exclusion increases to $19,000, so a married couple will be able to similarly gift $38,000 to an individual and $76,000 to a married couple. Additionally, the IRS has issued a regulation that stipulates that all gifts sheltered under the current rules will remain so even if the law is subsequently changed. This means that if a reduction in the unified credit occurs, either due to the sunset of the TCJA or the passage of new legislation, and the taxpayer gifts over $10 million under the current rules, they would not be retroactively taxed if they pass away once the unified credit is lower.

Keep in mind that medical and education expenses paid directly to a providing institution are not subject to gift tax. In addition, as indicated in the education planning section of this guide, contributions to Section 529 plans may also qualify for special gift tax exclusion treatment, as discussed earlier in item 47.

118. Take advantage of high exclusions. As discussed above, in 2024, individuals now have the option to give up to $18,000 per year to another individual without impacting their lifetime exemption ($36,000 for married couples). This limit will rise to $19,000 ($38,000 for couples) in 2025. Such gifts can be transferred directly to the donee or directed into trusts, custodial accounts or 529 college savings plans. Notably, the latter choice permits the frontloading of up to five years' worth of annual exclusions. The estate and gift tax unified credit amounts are also subject to inflation adjustments and will rise from $13.61 million in 2024 to $13.99 million in 2025. For both simple and complex trusts, grantors should consider funding in 2024 or 2025 to take advantage of this credit, since it is scheduled to sunset on January 1, 2026.

chart

Illustration—Gifts are generally only subject to the gift tax under limited circumstances. For example, suppose Mary funds an irrevocable trust for the benefit of her daughter. Mary was never married. In 2024, she contributes $1.018 million to the trust. The first $18,000 of any present interest gift in 2024 can pass freely to the recipient without consuming any of Mary’s lifetime credit. When a gift is made to a trust, a gift tax return must be filed for the year, but no gift tax is paid unless the gift exceeds Mary’s remaining lifetime unified credit. Since Mary has made no gifts exceeding the annual exclusion amount during her lifetime and has never filed a gift tax return to reduce her unified credit, she would reduce her $13.61 million credit by $1 million, resulting in no taxable gift, no tax liability and the removal of appreciated assets from her estate. (The entire amount of the $1 million gift was offset by the unified credit.)

2024

Gift

$1,018,000

Annual exclusion

Less:

$18,000

Unified credit

Less:

$13,610,000

Taxable gift

 0

Gift tax due

$0

Credit before gift

$13,610,000

Credit used toward gift

$1,000,000 (a)

Credit remaining

$12,610,000

(a) $1,018,000 gift less annual exclusion of $18,000 = $1 million credit used

Observation—Although it looks increasingly likely that larger estate tax exclusion will be extended by the incoming Congress, there remains the possibility that Congress chooses not to extend the exclusion and focus tax cuts elsewhere, or that gridlock prevents legislation from passing. If the increased exclusion is not extended and is potentially cut in half in 2026, taxpayers passing away after 2025 who had gifted more than the inflation adjusted $10 million exclusion will not face a “clawback” of the gift tax exclusion used during their lifetimes upon death. To the extent a higher exclusion amount was allowable as a credit in computing gift tax during the decedent’s life, the sum of these credits used during life may be used as a credit in computing the decedent’s estate tax. For example, if a taxpayer utilized the entire $13.61 million credit for 2024 gifts, and the decedent dies in 2026 after the credit is reduced to approximately $7 million (adjusted for inflation), the entire gift of $13.61 million would still be excluded at the taxpayer’s death in 2026 or beyond. Therefore, it may make sense to fully utilize the current credit over the next 12 months.
Planning Tip—Under IRC Section 529(c)(2)(B), a lump-sum can be contributed to a 529 plan without using any of the donor’s lifetime exemption. The tax law allows a single gift to be made and reported on a gift tax return with the five-year election. For example, assuming no other gifts were made during 2024, grandparents could contribute $90,000 each to a grandchild’s 529 plan and $180,000 would be eligible for the gift-tax exclusion. It is also worth noting that a donor must live until January 1 of the fifth year in order for the full exclusion to be recognized. If the donor passes away before the five-year period, an applicable percentage of the election amount would be included in their estate, but any earnings in the 529 plan will remain outside of the taxable estate.
Planning Tip—All of the strategies and observations noted in this guide are aimed at minimizing your income and gift tax costs. In other words, it is important to ensure that your current and future wealth is not unduly diminished by those taxes. We strongly recommend that you consult with estate planning professionals to discuss topics such as gift, estate and generation-skipping transfer tax unified credit, the unlimited marital deduction, each spouse’s credit and related items.

119. Consider gifting income-producing or appreciated property. By gifting income-generating or appreciated property in lieu of cash, the donor can accomplish three important benefits. First and most importantly, the gift will serve the purpose of assisting the donee. Second, if the donee is in a lower tax bracket than the donor or exempt from the NIIT, the donor and donee will likely experience some collective tax savings by shifting the income to a lower bracket. Third, the value of the gift is also removed from the transferor’s estate. This is an easy, effective way to pass on wealth.

120. Consider making payments for tuition or medical expenses. Medical and education expenses paid directly to the providing institution are not subject to gift tax and generation-skipping transfer tax rules. Also, any such payments do not count toward the taxpayer’s annual gift tax exclusion. In addition, contributions to Section 529 plans may also qualify for special gift tax exclusion treatment. For example, should a grandparent make tuition payments and utilize up to $18,000 in gift exclusions to a grandchild, the yearly tax savings could be significant. Notably, these payments can be on behalf of anyone and are not restricted to immediate family members.

121. Utilize a spousal lifetime access trust (SLAT) to take advantage of currently high unified credits. As we mentioned previously, it is likely that the unified credit is near its historical peak, with the current credit scheduled to sunset in 2026 and revert to approximately $7 million. In order to take advantage of the current heightened credit, married persons can each gift the amount of the credit to a SLAT, utilizing the credit on the gift and paying no gift tax. In a SLAT, after the donor spouse gifts to the trust, the donee spouse can request distributions of income or principal from the trust, thus preserving access for the couple to the trust assets, should the need arise. However, if principal is distributed, the SLAT assets distributed will be brought back into the estate, defeating the original intent of forming the SLAT―so exercise caution when taking distributions. Upon the donor spouse’s death, the assets in the trust (and subsequent appreciation) are not subject to the estate tax.

Planning Tip—If you are trying to provide for a nonresident spouse, a qualified domestic trust (QDOT) may be appropriate. Under the estate tax, a noncitizen surviving spouse is generally not entitled to the same marital deduction afforded to citizen spouses. To circumvent this roadblock, the U.S. spouse can transfer assets to a QDOT, which defers the federal estate tax following the death of the first spouse until the death of the surviving noncitizen spouse. The surviving spouse may receive income from the trust, but any distributions of principal may be subject to estate tax except in certain hardship situations. Upon death of the surviving spouse, the assets of the QDOT will finally be subject to the estate tax. Incidentally, the annual exclusion for gifts to a noncitizen spouse is increasing from $185,000 in 2024 to $190,000 in 2025.

122. Tread carefully when considering the use of a grantor retained annuity trust (GRAT) for inter vivos wealth transfer. In a GRAT, a grantor contributes assets to a trust while retaining annuity payments for a defined period of time, with the remainder payable to beneficiaries. Depending on the structure of the GRAT, one can achieve maximum wealth transfer with little to no gift tax effect or use of the lifetime exclusion. However, should the grantor pass away prior to the completion of the annuity payments under the GRAT, at least a portion and possibly all of the GRAT assets are includible in the grantor’s estate. Thus, by terminating the annuity and trust before December 31, 2025, when the new higher federal estate tax threshold is set to expire, one can reap all of the benefits of a GRAT with minimal risk, while retaining the use of the grantor’s applicable exclusion amount.

Observation—GRATs generally perform best in low-interest rate environments. Although interest rates have declined from recent highs and GRATs may have lost some of their luster, interest rates are still hovering near high points in the past 20 years. As a result, GRATs remain an attractive and conservative way to manage valuation risk and are particularly attractive for assets that anticipate significant appreciation during the annuity period.

123. Retain access to your home while passing it down to the next generation by utilizing a qualified personal residence trust (QPRT). By transferring a house to a QPRT, the grantor can continue to use the residence as his or her own for a specified period, after which the residence passes to the beneficiaries. At this point, and depending on the terms of the trust, the grantors may pay rent to remain in the home. The initial transfer to the QPRT is a taxable gift of the remainder interest in the home, using a rate published by the IRS. A QPRT allows the grantor to gift the home to the trust for a discounted value, using less of the exclusion, and shields future appreciation of the home from the estate tax. This is a particularly effective strategy in a high-interest rate environment because the higher the rate, the higher the present value of the grantor’s right to use the residence―and the lower the value of the gift of the future remainder interest.

Illustration—Your home, initially valued at $1 million, has been transferred to a QPRT with a term length of 10 years, and your daughter is named as the beneficiary. Over the decade-long term, the home's value increases by $500,000. This appreciation in value remains tax-free due to the protective umbrella of the QPRT.

When the QPRT term concludes and the house transfers to your daughter, any potential gift and estate tax will be calculated based on the original value of $1 million. This arrangement allows for the tax-free growth of the property's value during the QPRT period, providing a strategic advantage in passing on the asset to your daughter while minimizing potential tax implications.

124. Gift or sell assets to an intentionally defective grantor trust (IDGT). By gifting assets to an IDGT, donors can effect a completed gift during their lifetime for purposes of the estate and gift tax, which would use up some of their gift tax exemption but shield appreciation in the assets from the estate and gift taxes. However, the gift is incomplete for income tax purposes, meaning that donor must report income from the gifted assets on their personal income tax return during their lifetime, further reducing the donor’s estate. Because of this, this strategy is best employed by gifting assets that are expected to increase the most in value.

Planning Tip—Pennsylvania law differs from federal law regarding grantor trusts. But that will soon change. On December 14, 2023, Governor Josh Shapiro signed Senate Bill 815, which amended the Pennsylvania tax code by adding subparagraph (c) to 72 P.S. §7302. Beginning January 1, 2025, Pennsylvania will join 49 states and the District of Columbia in recognizing grantor trusts. Effective for tax years starting after January 1, 2025, 72 P.S. §7302(c) provides that income received by a Pennsylvania resident trust, or by a nonresident trust from sources within Pennsylvania, that is a grantor trust for federal income tax purposes will also be taxable to the grantor for Pennsylvania income tax purposes, regardless of whether income is distributed to the beneficiaries. This change will reduce administrative effort and tax complexity that results from the different treatment of grantor trusts for Pennsylvania and federal income tax purposes.

125. Utilize a charitable remainder trust (CRT) or a charitable lead trust (CLT) to transfer wealth and benefit charity. As you would expect, both trusts involve the donation of a portion of the assets transferred into the trust to charity, but the timing and functions of both are very different. Both a CRT and CLT permit the donor to remove the asset from their estate. The differences arise in the areas of recipients of the annuity payments and the distribution of the remaining funds.

A CRT is created to ensure the donor’s financial future. Under a CRT, appreciating assets such as stocks are contributed to the trust and the donor receives an annuity for a term of years, even though the asset is no longer considered as part of the donor’s estate. Upon the donor’s death, a charitable organization receives the remaining assets.

A CLT is predominantly focused on the tax-efficient distribution of the donor’s wealth to beneficiaries. First, the donor makes a taxable gift equal to the present value of the amount that will be distributed to the remainder beneficiaries. In a CLT, the charities “lead” and receive the annual annuity payments. The amount remaining at the completion of the term is then distributed to the beneficiaries. The benefit of this type of trust is threefold: It allows for the reduction in the value of the settlor’s estate, while also providing for charities as well as non-charitable beneficiaries.

Planning Tip—CRTs have increased in popularity over the past few years as interest rates have hovered near twenty-year highs.  Higher interest rates allow for increased annual payouts while also satisfying the 10% charitable reminder requirement for CRTs.  On the other hand, CLTs are generally more advantageous in a low-interest rate environment as more assets will pass to heirs at the end of the term with a lower gift tax cost. With interest rates remaining high, we recommend consulting with your tax advisor to determine which strategy is right for you.

126. Review trust residency qualifications often. The most difficult aspect of trust residency is that each state has different rules and qualifications for determining whether a trust is resident or nonresident. For example, most trusts created by a will of a decedent or funded while the donor was considered a resident of Pennsylvania are considered resident trusts. However, a state like Kansas only considers a trust as resident if it is administered in the state. Each state and situation differs for trust taxation and laws are constantly changing. There is a myriad of other factors that may impact the nexus of a trust, such as beneficiary and/or trustee residence. We recommend contacting your tax advisor on any questions regarding trust residency.

127. Set up new intra-family loans while refinancing existing loans. Intra-family loans can still be beneficial for both the borrower/donee and the lender/donor. In this situation, the lender would be required to charge the minimum applicable federal rate. As of December 2024, that rate ranged between 4.10 percent and 4.53 percent, depending on the term. With volatility in the markets and high interest rates, it is not likely that borrowers would choose to invest proceeds and try to “beat” the intra-family loan rate at this time. However, if a donor chose to loan a beneficiary money to buy a home, with average mortgage rates currently anywhere between 6 percent and 6.9 percent, there is room to make an arrangement beneficial for both parties. For the donee, if the loan is secured and properly recorded, it could be deductible on their tax return, while likely paying significantly less than what would be charged by a typical lending institution. For the donor in a volatile stock market, the mortgage could very well generate a better rate of return than a standard investment could, all while secured by real property.

Observation—Generally, only certain types of interest payments are deductible by a borrower. If the funds from the intra-family loan are used for purposes such as starting a business, making investments or acquiring a home, the interest payments may qualify for deduction by the borrower for income tax purposes. However, it is essential to note that interest payments cannot be deducted if the loan is utilized to settle credit card debt, cover personal expenses or repay an unsecured home loan.

The lender bears the responsibility of ensuring that appropriate tax forms are issued to the borrower, as applicable. The rules around deducting interest payments by borrowers are intricate―and are why taxpayers need to seek guidance from their tax preparers in order to ascertain whether interest payments may be deductible based on their specific circumstances.

128. Consider the benefits of a revocable trust. Generally, wills are drafted to specify how an individual’s assets should be distributed upon their death. However, a revocable trust can provide numerous advantages over a will. One significant benefit is the avoidance of the probate process, which is the process of the legal administration of a person’s estate in accordance with that person’s will or their state of domicile’s law if there is no will in place. Having a revocable trust that holds all of your assets eliminates any uncertainties that may arise within the probate process. Additional benefits of revocable trusts include the addition of privacy to the estate plan and protections against incapacity.

129. Utilize life insurance properly. Whether intended to pay estate taxes, protect the family of a deceased “breadwinner” or fund ongoing business structures, there are many reasons why taxpayers should obtain life insurance. Typically there are two different types of life insurance policies taxpayers may select: term life insurance, which provides coverage over a specific period of time (the most popular option being “premium level”), and permanent life insurance, which provides coverage until the taxpayer dies or cancels the policy. A few examples of permanent life insurance include whole, universal and variable.

While life insurance may not be for everyone, it is worth looking into to see if your situation would benefit from it. For instance, business owners may want to guarantee they will be able to continue functioning after the loss of an important employee, or ensure survivor income for the deceased’s family. In addition, the business may want to provide inheritance for family members who are not directly involved with the business. In terms of estate taxes, high-net-worth individuals may still be plagued with a financial burden after the death of a taxpayer. Those electing to use insurance proceeds in order to provide cash for the estate tax payment may soften the blow of having to resort to using other tactics, such as liquidating assets.

A taxpayer may also choose to establish an irrevocable life insurance trust, whereby the policy is considered an asset of the trust and ownership is effectively transferred to another person. Then, upon death, the benefits are not included in the decedent’s estate. Otherwise, the life insurance may be taxed in the deceased’s estate based upon the value of the death benefit, even for term insurance.

The advantages of acquiring life insurance within an irrevocable trust can be amplified when a married couple opts for the trustee to purchase a second-to-die life insurance policy. Typically, the cost of such a policy is lower than that of two individual single-life policies. Consequently, with the same premium, it becomes possible to secure a larger amount of coverage. This approach not only provides potential cost savings but also aligns with estate planning strategies, as the death benefit is triggered upon the passing of the second spouse, offering protection for heirs and assets within the trust.

When deciding who should fund the life insurance premiums, keep in mind that if a business owner is funding the premiums, there could be various related income tax issues. In addition, gift tax issues could arise if a life insurance trust is already set in place. For those reasons, it is imperative that taxpayers consult with a trusted tax advisor in order to determine what structure would work best for their specific situation.

130. Minimize the income taxes applicable to estates and trusts. The income tax rates that apply to estates and trusts continue to be significantly compressed. Estate and trust taxable income (exclusive of long‑term capital gain and qualified dividend income) of more than $15,200 for 2024 is taxed at a marginal tax rate of 37 percent. Therefore, it may be beneficial to distribute income from an estate or trust to its beneficiaries for the purpose of shifting the income to a lower tax rate. Additionally, trusts and estates can minimize income taxes by utilizing many of the tax planning strategies that are applicable to individuals, including the “bunching” of deductions and deferral of income strategies noted above in items 13 and 21.

2024 Ordinary Income Tax Rates Applicable to Estates and Trusts

Taxable income

Tax rate

$0 - $3,100

10%

$3,101 - $11,150

24%

$11,151 - $15,200

35%

Over $15,200

37%

131. Consider an election under the 65-day rule. Considering the compressed brackets with extraordinarily high tax rates on income held within a trust or estate, it is advantageous in many scenarios to lessen the total income tax hit for the trust by distributing income to be taxed at the beneficiary level instead of the entity level.

With an election under Section 663(b), complex trust and estate distributions made within the first 65 days after the end of the calendar or fiscal year may be treated as paid and deductible by the trust or estate in 2024. The election of the 65-day rule is an invaluable asset, giving the trustee the flexibility to distribute income after the end of the year, once the total taxable income of the trust or estate can be more accurately determined.

132. Consider private placement life insurance as a hedge fund alternative. Investors with significant income and wealth should consider private placement life insurance (PPLI). A PPLI is a type of life insurance that combines the benefits of traditional life insurance with the flexibility of private investments. This is an unregistered security that typically utilizes strategies associated with alternative investment funds; however such funds are generally subject to high tax rates as many investments are made on shorter time horizons. A PPLI can help reduce the tax cost associated with investment in these funds, as assets can grow in the life insurance policy tax-free. PPLIs may be a particularly attractive alternative for those in states with higher taxes, like New York and California. PPLIs typically require funding of $3 million to $5 million in premiums per year.

Observation—Although PPLIs are permissible, there is a complex set of rules that must be followed to achieve the desired tax benefits. Additional, PPLIs have drawn congressional scrutiny over the past few years. And while there have been very few litigated PPLI cases, the IRS may target and audit PPLIs in the coming years.

133. U.S. citizen residents of a foreign country should consider the foreign earned income exclusion. U.S. citizens and resident aliens who spend a significant amount of time out of the country and meet either the physical presence test or bona fide residence test can exclude up to $126,500 of income and some additional housing costs by using the foreign earned income exclusion. Employees and self-employed individuals can both potentially take advantage of this approach. There are several strategies to avoid double taxation for citizens and resident aliens with foreign income, and this approach is ideal for many of those at an income near the exclusion maximum. Your tax advisor can help you determine if you qualify and if this is the best personalized strategy to utilize.

134. Review your foreign bank account balance during 2024 for FBAR preparation. If you have a financial interest in (whether direct or as owner of record) or signature authority over foreign financial accounts with aggregate balances over $10,000 at any time during 2024, you are required to file FinCen Form 114, Report of Foreign Bank and Financial Accounts (FBAR). Willful failure to report these accounts can result in penalties of up to $161,166 or 50 percent of the account value, whichever is greater, on a per account basis.

Recently, in Bittner v. United States, the Supreme Court held that a nonwillful reporting violation constitutes a single violation, regardless of the number of unreported or incorrectly reported accounts, and not a per account violation, and the penalty for such nonwillful violations can be up to $16,117 per form. The applicable sections of the Internal Revenue Manual, which delineates IRS procedures,  have not been updated yet, but a memorandum (SBSE-04-0723-0034) has been issued advising of the new limitation per form as well as eliminating the FBAR penalty mitigation guidelines for nonwillful violations.

While the reporting of virtual currency was not previously required, the Treasury Department has signaled its intention to amend the disclosure requirements of virtual currency accounts held overseas. FinCen Notice 2020-2 stated that while the current regulations do not define a foreign account holding solely virtual currency as a type of reportable account for FBAR purposes, if the account that holds the virtual currency is an otherwise reportable account, the total holdings must be reported.

Planning Tip—If you are required to file an FBAR, in addition to completing Schedule B, Part III (Form 1040), you should also review the filing requirements related to Form 8938, Statement of Specified Foreign Financial Assets. Form 8938, while reporting similar information with respect to foreign financial accounts, has different filing thresholds and slightly different asset reporting requirements than the FBAR.</span >

135. Maximize your foreign tax credit. For many taxpayers, the most exposure to international tax is paying foreign taxes on investment and other income earned abroad. While in many cases the calculation of a foreign tax credit is a straightforward affair, recent and proposed regulations have made modifications to the source-based requirements for certain taxes, as well as calculation of the net income subject to tax, and consequently, the availability of the credit for many taxpayers. An experienced tax preparer can assist to ensure you and your business receive maximum credit for the foreign taxes you pay.

136. Avoid unintentional foreign trusts. Typically, a trust is viewed as a domestic entity for tax purposes if a U.S. court primarily oversees its administration and one or more U.S. individuals have the power to make all significant decisions. Therefore, it is crucial to think about not just the location of the trust’s formation, but also who will be in charge of the trust. If a nonresident alien successor trustee takes over, or even a U.S. citizen if the assets are under foreign court jurisdiction, a U.S. trust could transform into a foreign trust when the original trustee passes away or steps down from their role. This change in classification could lead to significant alterations in U.S. and foreign reporting obligations, and may also have potential implications at the state level.

137. Plan for the expatriation “exit” tax if you are permanently leaving the country. For anyone residing in the U.S. considering renouncing their U.S. citizenship or terminating their resident status, the IRS will want one final bite of the apple, taxwise. The expatriation tax, first introduced in 2008, is typically based on the fair market value of property on the day of expatriation. The tax is calculated as if the taxpayer had liquidated all of their assets on the date of expatriation and any unrealized gains are subject to tax. A “covered expatriate” is subject to the expatriation tax if the taxpayer’s net worth is over $2 million, their average annual income tax for the preceding five years is over a specified amount adjusted annually for inflation ($190,000 for 2023), or if they fail to certify that you complied with all federal tax obligations for the preceding five years. The IRS has recently issued a new practice unit focusing on covered expatriates and their filing requirements in an attempt to enforce these rules more rigorously than they have in the past.

The Tax Cuts and Jobs Act of 2017 was the largest tax reform legislation in over 30 years. With a large portion of this act set to expire after December 31, 2025, the incoming Congress has a great deal of motivation to extend the provisions and avoid effective tax increases on their constituencies. The return of President-elect Trump to the White House and to a Republican-controlled Congress sets the stage for sweeping changes to U.S. tax policy. The incoming administration has made it abundantly clear that they are committed to stimulating economic growth, and one of the main ways they plan to accomplish that is through tax policy reform. While these tax policy ideas have sparked many discussions, it may be premature to start planning for any of these changes expected to come. Any proposed legislation will face scrutiny, negotiation and opposition before being ratified into law. The evolving political and economic landscape will determine how these proposals will take shape, leaving businesses and taxpayers in a period of uncertainty about what to expect.

As it is unlikely for any new tax cuts proposals to be immediately effective in 2025, we do have a good deal of tax certainty as to the 2025 tax year. Taxpayers should utilize this clarity in designing a tax plan for 2024 and 2025, planning for multiple contingencies in 2026 and beyond. As first and second quarter 2025 tax debates develop, caution should be exercised and flexibility kept front of mind. It is important to stay informed, stay engaged, stay agile and stay in touch with us as legislation advances. Eventually, individuals, estates, trusts and businesses should model any new provisions to better understand the potential tax implications and to discuss tax planning strategies.

Under present law, many of the 2024 tax savings opportunities will disappear after December 31, 2024. With careful consideration and by investing a little time in tax planning before year-end, you can both improve your 2024 tax situation and establish future tax savings. Without action, however, you may only discover tax saving opportunities when your tax return is being prepared—at which time it may be too late. Should you panic? No. Predict? Maybe. Plan? Absolutely.

If you would like to discuss the strategies and concepts indicated herein or have other concerns or needs, please do not hesitate to contact John I. Frederick, Mike Gillen, or the Tax Accounting Group practitioner with whom you are in regular contact, as well as trust and estate attorneys David S. Kovsky and Erin E. McQuiggan of the firm’s Private Client Services Practice Group. For information on other pertinent topics, please visit our publications page.

Disclaimer: This Alert has been prepared and published for informational purposes only and is not offered, nor should be construed, as legal advice. For more information, please see the firm's full disclaimer.