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2025 Year-End Tax Planning for Businesses

With the extended deadlines now in the rearview mirror it is the perfect time to take a strategic look at year-end tax planning. Proactive preparation can help reduce tax burdens, improve cash flows, and position companies for long-term success. With the passage of the One Big Beautiful Bill Act (OBBBA), several key tax provisions are changing, many of which will directly affect upcoming filings. Below are some important areas to review before year-end.

1. Schedule a Meeting with Your CPA

Now is the time to connect with your CPA to review your financial position and plan strategically for tax season. A year-end tax planning meeting helps prevent surprises and allows for proactive adjustments.  With the OBBBA introducing updates to bonus depreciation, Section 163(J) interest limitations, and R&D expense rules, modeling the impact of these provisions can reveal new opportunities and help you plan accordingly for cash flow or investment purposes.

2. Reconcile Bank Accounts and Review Accounting Records

Accurate records are the foundation of effective tax planning. Perform bank reconciliations and thoroughly review your accounting files to ensure all income and expenses are properly recorded. Look for unusual balances, make necessary adjustments, and resolve discrepancies promptly. Clean, reconciled books not only simplify tax preparation but also provide a solid base for implementing year-end tax-saving strategies.

3. Maximize Depreciation

If your business has acquired, built, or renovated real estate, a cost segregation study can accelerate depreciation deductions and enhance cash flow. By reclassifying certain components—such as lighting, flooring, and landscaping—from real property to shorter-lived personal property, businesses can take advantage of faster depreciation schedules (5, 7, or 15 years).

WM Wisdom:
Coordinate Section 179 and bonus depreciation to maximize deductions and think about how it will impact your state and local tax returns.

100% Bonus Depreciation

Under the OBBBA, 100% bonus depreciation has been permanently reinstated for qualified property acquired and placed in service after January 19, 2025.

  • Property placed in service between January 1–19, 2025 qualifies for a 40% bonus depreciation rate.
  • Section 179 expensing limits for 2025 are $2,500,000, phasing out after $4,000,000, and fully eliminated at $6,500,000.
  • Section 179 applies on an asset-by-asset basis, while bonus depreciation applies to all assets within a class unless the taxpayer elects out.

4. Review Eligibility for Business Tax Credits

Don’t overlook valuable business tax credits that can directly reduce your tax liability. The research credit rewards businesses for increasing qualified research activities.

Energy credits, such as the energy credit (IRC Sec. 48), clean electricity investment credit (IRC Sec. 48E), and clean electricity production credit (IRC Sec. 45Y), are available for investments in renewable energy and energy-efficient property. However, many energy credits are being phased out or terminated after 2025 due to recent OBBB legislation, especially those for clean vehicles, alternative fuel property, and residential clean energy. Hiring credits, such as the work opportunity credit (IRC Sec. 51) and empowerment zone employment credit (IRC Sec. 1396), incentivize hiring from targeted groups and are also set to expire after 2025. Review your eligibility for these credits now, as timely action may be required to capture expiring incentives.

5. Entity-Specific Year-End Considerations

S Corporations:
Ensure reasonable compensation is paid to shareholder-employees. Review basis and at-risk limitations to ensure losses can be fully utilized. Year-end capital contributions or shareholder loans can increase basis if needed.

Partnerships:
Optimize allocations, confirm partners have sufficient basis and at-risk amounts for loss deductions. Making additional contributions or adjusting debt shares before year-end can help fully utilize available deductions.

Final Thoughts

With the evolving tax landscape under the OBBBA, early preparation and strategic guidance from your CPA are more valuable than ever. At Wouch Maloney, we understand that navigating year-end tax planning can be complex, especially with the new tax rule changes.  Our team of experienced professionals is here to help you develop strategies tailored to your business’s unique needs.

As always, should you have questions on this or other matters affecting you or your business, please call 215.675.8364 or email us to speak with a CPA today.

DISCLAIMER: All communications by Wouch, Maloney & Co., LLP intend to provide general information, as of the date of the communication, and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. Please be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Year-End Tax Planning: Businesses

As we close in on the end of 2023, it is important for business owners to evaluate the tax impact of their 2023 operations and contact their tax advisors to review 2023 results and discuss any year end planning opportunities.

During 2023, Congress passed the Inflation Reduction Act of 2022 which extended and added a host of new credits related to the transition to a clean energy economy. The Act incentivizes new investment into clean technology and should be something taxpayers consider for 2023 and beyond.

Tax law is a moving target with changes happening regularly that impact taxpayers, however, as the date of this publication there is no active pending tax legislation to cause significant changes to our tax laws for 2023.

For business owners, these are the items you may want to consider prior to the end of the year:

Method of Accounting

Tax law stipulates that taxpayers must use the accrual method of accounting when an entity meets a three-year inflation-adjusted average gross receipts, which is approximately $29 million for 2023. If an entity is required to change accounting methods for 2023 it is important to talk to a trusted tax advisor to understand the tax impact.

Accruing Expenses

For accrual basis taxpayers it is important to start planning for services and deliveries that are anticipated towards year end. It may be advantageous for some Taxpayers to either delay delivery and services until the next tax year or accelerate into the current year depending on the specific tax situation.

Timing of Expenses

For cash basis taxpayers payment needs to be made prior to year end for expenses to be deducted in 2023.  Depending upon your tax situation you may want to consider accelerating payments into 2023 or delaying payment until 2024.

Accelerated Depreciation

Taxpayers can still utilize both section 179 and Bonus Depreciation during 2023 for qualifying property and equipment. However, as of 2023, it is important for taxpayers to note that the first-year bonus depreciation deduction has fallen to 80% and is scheduled to continue to decline as follows:

Bonus Depreciation Rates

YearRate
202380%
202460%
202540%
202620%
20270%

2023 Section 179

Maximum amount of deduction: $1,160,000.

Qualified Business Income Deduction

Eligible taxpayers, through 2025, can deduct up to 20% of qualified business income. There are multiple limitations, and exclusions depending on the specific tax situation, so it is important to speak to a trusted tax advisor to understand if an entity qualifies.

Questions?

With an always changing tax landscape it is crucial to work with a trusted advisor on tax planning. We will continue to monitor all future developments and keep you informed with the latest tax law changes.

If you have questions about tax planning or other accounting, tax or advisory services, please call 215.675.8364 or email us to speak with a CPA today.

Abraham Shahswar, CPA contributed to this article.

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update, and other related communications are intended to provide general information, as of the date of this communication, and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Minimize Tax Issues in 2022 by Scheduling Meetings and Reminders

After a year of significant capital gains and a fluid tax situation since Biden’s proposed tax legislature did not pass through Congress, we are now faced with a volatile market and no stability in sight as we finish out the second quarter of 2022. The ongoing changes with investment portfolios require a proactive approach for tax planning strategies and increased communications with your CPA and financial advisors to minimize tax issues in 2022.

Plan Ahead

In addition to scheduling a time to speak with your CPA or financial advisor about strategies, below are events that may trigger paying higher taxes if you do not stay abreast of changes to your income throughout the year. We recommend setting reminders before specific occurrences to give you enough time to discuss the situation with your CPA and learn tax strategies to limit or reduce tax consequences before December 31st.

WM WISDOM:

The ongoing changes with investment portfolios require a proactive approach for tax planning strategies and increased communications with your CPA and financial advisors to minimize tax issues in 2022.

Quarterly Payments

Set a reminder a few days or weeks in advance of a quarterly payment and repeat throughout the year for each quarter.

Rationale: If significant changes to your income or deductions happen during 2022, be certain to speak with your CPA to review your current estimated payments and make certain the payment is in line with the change in income.

IRA Distributions

You will want to adjust your quarterly payments if you withdraw more than your Required Minimum Distribution (RMD) in 2022.

Rationale: To avoid the surprise of a larger tax bill, if you plan to withdraw more than your Required Minimum Distribution in 2022 for a major purchase or other life event, remember that the distributions are taxable income.

S-Corps Report Health Insurance Premiums on a W-2 for 2% Shareholder-Employee

Set a reminder on your calendar in November to make certain this information is included on the W-2 and completed on time. 

Rationale: This can help avoid the need for filing corrected payroll returns.

Monitor Regularly to Minimize Tax Issues

We want to emphasize the importance to stay apprised of any new developments with your income or life events. We are all waiting to learn if any of the proposed tax changes will be approved and if the market stabilizes, but in the interim, we want to be prepared as best we can to help with your tax liabilities.

Questions?

As always, should you have questions about this topic, or any other topics related to your personal or business situation, please contact us at any time.

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update COVID-19, COVID-19 Business Resources, COVID-19 Client News Alerts and other related communications are intended to provide general information, including information regarding legislative COVID-19 relief measures, as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Tax Strategies and Capital Gains

Part 2: Stock Portfolio Investments

Last week, we noted that we saw a significant increase in the number of clients paying tax on capital gains with a focus on selling a primary residence. This week, we will focus on capital gains related to selling stock portfolio investments.

Numerous media outlets reported stock portfolio investments hit record highs in 2021 which was the catalyst for many individuals to sell certain assets and for many funds to pay out significant capital gain distributions. In many cases, the sale of those capital assets triggered capital gain taxes.

Today’s focus will be on the tax consequences on the sale of stock portfolio investments.

Capital Assets and Taxes

The IRS defines a capital asset as follows: Almost everything you own and use for personal or investment purposes is a capital asset. Examples include a home, collectibles, business property and stocks or bonds held as investments.

With any capital asset, the rate at which capital gains are taxed is based on how long you owned the asset resulting in either a short-term capital gain (owned less than one year) or a long-term capital gain. To determine how long you held the asset, you generally count from the day of acquisition up to and including the day you disposed of the asset.

Short-term Capital Gain Tax

Short-term capital gains are taxed at your marginal income tax bracket (i.e. – they have no preferential rate but are rather taxed the same as your other ordinary income). Exceptions to this rule include property acquired by gift, property acquired from a decedent or patent property.

Long-term Capital Gain Tax

If you held on to the asset for more than one year, it is considered a long-term capital asset. The below chart provides tax rates for Long-Term Capital Gains in 2022:

Filing Status0%
If taxable income does not exceed
15%
if taxable income falls between
20%
if taxable income is over
Single$41,675$41,675-$459,750$459,750
Married filing separately$41,675$41,675-$258,600$258,600
Married filing jointly (or qualifying widow(er))$83,350$83,350-$517,200$517,200
Head of Household$55,800$55,800-$488,500$488,500

The IRS lists a few exceptions on their website where capital gains may be taxed at rates greater than 20% including:

  1. The taxable part of a gain from selling section 1202 qualified small business stock is taxed at a maximum 28% rate.
  2. Net capital gains from selling collectibles (such as coins or art) are taxed at a maximum 28% rate.
  3. The portion of any unrecaptured section 1250 gain from selling section 1250 real property is taxed at a maximum 25% rate.

Strategies to Reduce Tax Consequences

One strategy often used by investors is tax loss harvesting. Tax loss harvesting is when you sell an underperforming investment at a loss to offset the capital gains from the sale of a profitable investment. By offsetting capital gains, you may be able to lower your tax liability. There are certain rules and limitations when using a tax-loss harvest strategy. We recommend speaking with an advisor in advance of making significant transactions.

Limit on Deduction and Carryover of Losses

If your capital losses exceed your capital gains, the amount of the excess loss that you can claim to lower your income is the lesser of $3,000 ($1,500 if married filing separately) or your total net loss shown on line 16 of Schedule D (Form 1040).

Capital Gain Distributions

During the current tax season, we saw many people pay significant tax on capital gain distributions.  A capital gain distribution is a payment by a mutual fund or an exchange-traded fund of a portion of the proceeds from the fund’s sale of stocks within its portfolio.  Unfortunately, these distributions are often paid very close to the end of the year and do not allow for much planning, however, you should follow your accounts and stay in touch with your broker to determine as early as possible if they anticipate you receiving significant capital gain distributions.  Hopefully, giving you enough time to act.

Net Investment Income Tax

Another area you should be aware of is if your adjusted gross income (AGI) will put you in the position of paying a surtax on your Net Investment Income (NII) in addition to the capital gains tax.

The net investment income tax is 3.8% on certain passive income including interest, dividends, gains, passive rents, annuities, and royalties. Individuals will owe the tax if they have Net Investment Income and also have modified adjusted gross income over the following thresholds:

Filing StatusAGI Threshold Amount
Single$200,000
Married filing separately$125,000
Married filing jointly $250,000
Qualifying widow(er) with dependent child$250,000
Head of Household (with qualifying person)$200,000

Estimated Tax Payments

To help avoid large payments on tax day, you may also make estimated tax payments to ease the payment of capital gain taxes in April.

As always, should you have questions about this topic, or any other topics related to your personal or business situation, please contact us at any time.

Additional resources:

IRS

NIIT

Kiplinger

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update COVID-19, COVID-19 Business Resources, COVID-19 Client News Alerts and other related communications are intended to provide general information, including information regarding legislative COVID-19 relief measures, as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Tax Strategies and Capital Gains

Part 1: Selling Your Principal Residence

During tax season, we saw a significant increase in the number of clients paying tax on capital gains. Many stock portfolio investments hit record highs in 2021 which was the catalyst for many individuals to sell certain assets and for many funds to pay out significant capital gain distributions. Also, home sale prices saw an 18.8% increase in 2021 which provided a catalyst for individuals to sell their principal residence. In many cases, the sale of those capital assets triggered capital gain taxes.

What is a Capital Asset?

According to the IRS, almost everything you own and use for personal purposes, pleasure, business or investment is a capital asset, including:

  • Your home
  • Stocks or bonds
  • Collectibles
  • Gems and jewelry
  • Gold, silver or any other metal, and
  • Business property

Today’s focus will be on the tax consequences of the sale of your principal residence.

How is a Capital Gain Realized?

When you sell one of your capital assets, a capital gain occurs if the asset is sold for a price higher than its basis.

WM WISDOM:

Keeping good records on cost and additional investments and contacting your CPA before you sell will help you avoid surprises.

Example: Selling Your Principal Residence

The largest investment for many individuals is their home. There are important factors to consider if you are selling your principal residence and the potential tax impact has to be a part of the decision-making process. Gains on your principal residence are subject to tax, however, you may qualify to exclude up to $250,000 of that gain from your income. If married and filing a joint return, you may qualify to exclude up to $500,000 of that gain. 

Keep in mind that the IRS has qualifying ownership and use tests that you must meet in order to qualify. The length of time that you lived in the home will be used to determine if you can meet the ownership and use tests during different 2-year periods. A CPA will be able to provide you with the information you need to receive the maximum tax exclusions as well as submitting the appropriate forms with your tax return.

Image: Capital Gains When Selling a Principal Residence

Example: Inheriting and Selling a Home

If you have a parent or loved one who is elderly or terminally ill, often, selling their principal residence before their demise could lead to paying more capital gains. Keep in mind that the basis used to determine the capital gain on the sale of the home is based on how much the owner paid for the home plus any improvements.

If your parent or loved one purchased the home for $150,000 in 1990 and spent $100,000 on capital improvements while they owned the property their basis to calculate capital gains would be $250,000.  If the property is now sold for $800,000, they have a gain of $550,000 ($800,000-250,000).  Assuming they qualify for the personal residence exclusion they can reduce the gain by $250,000 (filing single) but are still left with a taxable capital gain of $300,000.  

If the sale takes place after the death of your loved one the tax picture changes significantly.  Upon death, the beneficiaries of the property receive a “step-up” in basis on the property to the fair market value (FMV) at the date of death.  The basis for calculating a capital gain now becomes that FMV rather than the cost. 

Using our example above and assuming the FMV at the date of death was $750,000, a sale at $800,000 would generate a $50,000 ($800,000-750,000) capital gain which is significantly less than the $300,000 calculated above. Note that the personal residence exclusion is no longer available as the property is now owned by the beneficiaries.

Plan Ahead to Reduce or Limit Capital Gains

If you anticipate a sale of a capital asset, we recommend setting up a time to speak with your CPA to discuss tax planning strategies that include:

  • how to reduce or limit capital gains in the future
  • estate planning
  • business succession planning
  • retirement strategies
  • trusts

We are available to meet and discuss how to create an individual plan for you and your family.

As always, should you have questions about this topic, or any other topics related to your personal or business situation, please contact us at any time.

Part 2 of this Capital Gains series will be on Stock Portfolio Investments and published on May 4, 2022.

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update COVID-19, COVID-19 Business Resources, COVID-19 Client News Alerts and other related communications are intended to provide general information, including information regarding legislative COVID-19 relief measures, as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Tax Planning is a Year-Round Process

Tax planning is a year-round process and should be used as a proactive, strategic tool in your business and personal arsenal. With just 61 days remaining in the current tax season, (based on the current deadline of April 18, 2022), if you did not have a tax plan in place for yourself or your business in 2021, now is a good time to get organized and plan ahead to save time and money in 2022.

Individual Tax Planning

No one earns or spends money the same way nor do they invest or save the same way. The same is true for short-term and long-term goals. The tax plan that works to achieve the goals for one person or business, will not reap the same benefits for another.

WM WISDOM:
Tax planning is a year-round process and should be used as a proactive, strategic tool in your business and personal arsenal.

Understand Your Financial Situation

Review your income and projected income, investments, deductions, and speak to your CPA.  Make certain to discuss your goals and impending changes in work, income or family to understand what tax deductions or tax credits you may qualify for in 2022.   

Individual Items to Consider:

  • Capital gain or loss strategies
  • Itemized Deductions
  • Other Income (including alimony, interest, dividends, etc.)
  • Buying or selling a personal residence
  • Retirement Plan Distributions and Contributions
  • Health Savings Plans
  • Flexible Spending Accounts
  • 529 Education Savings Accounts
  • Are your withholdings correct?  Need to complete a new W-4?
  • Available Tax Credits

For business owners:

  • Are you thinking about selling your business?
  • Buying another business or expanding?
  • Methods of Accounting
  • Timing of Receipts and Disbursements
  • Payroll Bonuses
  • Funding Retirement Plans

Life Events

Certain life events will create a need to modify your tax withholdings. Life events include (but are not limited to) the birth or adoption of a child, divorce, or marriage. You will want to re-visit your tax plan to make certain you understand your tax obligations and make changes accordingly.

Stay Organized

Establish one location to place tax-related records during the year. This could be a tangible location for paper documents, or you may keep digital files on a hard drive or in the cloud. Whatever method is easiest for you, records need to be kept in a safe location. Keep in mind that tax returns and supporting documents need to be kept for a minimum of three years in case an audit.

Questions?

Should you have questions about tax planning, or any other topics related to your personal or business situation, please contact us at any time.

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update COVID-19, COVID-19 Business Resources, COVID-19 Client News Alerts and other related communications are intended to provide general information, including information regarding legislative COVID-19 relief measures, as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Tax Planning 2021 – Individuals

As year-end approaches, it is a great time to think about planning moves that may help lower your tax bill for this year.

There is a strong possibility that we will see significant changes to our tax laws effective 2021 and/or 2022. The Biden Administration proposed a variety of tax changes which are still in the negotiation process making it difficult to predict which of these proposals will become law. However, it is probable that some changes will be made. 

Amid uncertainty about proposed tax increases, these are the tax moves to consider before the end of the year.

  • For 2021, taxpayers who don’t itemize can take advantage of $300 above-the-line deduction for cash contributions to qualified charitable organizations ($600 for married filing jointly).  Taxpayers taking Required Minimum Distributions (RMD’s) can also consider paying charitable contributions directly from their IRA.
  • If you were in a federally declared disaster area such as Hurricane Ida and you suffered uninsured or unreimbursed disaster-related losses, you can choose to claim them on the tax return for the year the loss occurred or the preceding tax year.
  • Carefully manage gains and losses in investment accounts. To the extent you have capital losses this year or capital loss carryovers from earlier years, selling appreciated securities by year-end may not increase your taxes.  Offsetting net short-term capital gains with capital losses is a tax-efficient move because net short-terms gains will be taxed at your higher ordinary income rate of up to 37% plus another 3.8% for the net investment income tax. 

If your total itemizable deductions for this year will be close to your standard deduction allowance, consider making enough additional expenditures for itemized deduction items before year-end to exceed the standard deduction. 

WM Wisdom: 
Taxpayers who are concerned with proposed Long-Term Capital Gain rate increases may wish to trigger additional gains during 2021 before the higher tax rates take effect.

WM Wisdom: 
The easiest deductible expense to prepay is a mortgage payment due on January 1, 2022. Accelerating that payment into this year will give you 13 months’ worth of itemized home mortgage interest deductions in 2021.

  • To take advantage of various tax credits such as the Child Tax Credits or Child and Dependent Care Credits, consider postponing income until 2022 and accelerate deductions into 2021. If you are working with an organization that provides a retirement plan, review the plan documentation, and determine if you can make additional contributions to the plan or increase your deferral for 2022.
  • Qualified Medical Expenses – Personal protective equipment (PPE) purchased to prevent the spread of COVID-19 qualifies as a medical expense that may be deductible as an itemized deduction.  In addition, items such as masks and hand sanitizer are now eligible to be paid, or reimbursed, under medical expense accounts such as FSAs, HRAs, HSAs, and MSAs. If a medical expense account is not used and the items are not reimbursed by insurance, the costs can be included as a medical expense.

With the federal income tax increase proposals floating around, tax planning will be crucial this year. We will continue to monitor future developments and keep you updated with the latest tax law changes. 

Questions?

Should you have questions about this topic, or any other topics related to your personal or business situation, please contact us at any time. 

DISCLAIMER: The WM Daily Update COVID-19, COVID-19 Business Resources, and COVID-19 Client News Alerts and other related communications are intended to provide general information on legislative COVID-19 relief measures as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.

Tax Proposals Would Create Seismic Changes to Estate and Succession Planning

The Biden Administration recently released their “Green Book” highlighting many of the tax proposals aimed at leveling perceived inequities in the tax treatment of high-income taxpayers. The proposals, which focus on capital gain income and appreciated assets, would turn the estate and succession planning world upside down.

Current Law

Long-term capital gains and qualified dividends are taxed at a maximum rate of 20% (23.8% if the Net Investment Income (NII) tax is applicable). Capital gains are typically taxed upon the actual sale or disposition of an asset.

The federal estate and gift tax exemption applies to the total of an individual’s taxable gifts made during life and assets remaining at death. For 2021, the lifetime exemption is $11.7 million per individual and $23.4 million per married couple. The current exemption is set to expire after 2025 at which time it will revert to approximately $5 million per individual. Also, for 2021, the annual gift tax exclusion is $15,000 per donor, per recipient. You can give anyone —such as a relative, friend or even a stranger—up to $15,000 in assets per year, without exhausting your lifetime gift exclusion.

The federal gift and estate tax exemption amount is currently the highest it has been since the tax was enacted in 1916. This means you can pass more to your heirs today, without paying any federal gift or estate tax. The top estate tax rate is 40%.

Proposed Law

Central to the tax proposal is an increase in long-term capital gains and qualified dividends tax rates for high-income earners. The administration proposal defines high-income earners as taxpayers with gross income in excess of $1 million ($500K for married filing separate). To the extent that the $1 million threshold is exceeded, long-term capital gains would be subject to ordinary income tax rates of 43.4% (i.e., 39.6% + 3.8% NII), as opposed to the current 23.8% (i.e., 20.0% + 3.8% NII).

WM Wisdom:

The Administration has proposed that this tax increase would be retro-actively effective for gains recognized after the date “of announcement,” presumably April 2021. Therefore, taxpayers contemplating tax planning techniques during 2021 need to be cognizant of a potential 82% retro-active mid-year capital gains rate increase.

Under the Biden administration’s tax proposal, death and gifts of appreciated property would be treated as realization events (deemed sale) that require gain to be recognized as if the underlying property was sold. The gain would be subject to a $1 million ($2 million for married couples) lifetime exclusion, which would be indexed for inflation after 2022. The donor (i.e., the individual making the gift) or the deceased owner (making the bequest, devise, or other testamentary transfer) of an appreciated asset would realize a capital gain at the time of the transfer.

Transfers of property to irrevocable trusts, partnerships or other non-corporate entities would be deemed realization events. The Administration’s proposals would also restrict the ability to take valuation discounts when transferring partial interests in property, therefore reducing the impact of gifting in an overall estate planning strategy. Any realization tax imposed at death would become a deductible expense on the decedent’s estate tax return, thus reducing estate income.

The tax proposal would be effective for gains on property transferred by gift, and on property owned at death by decedents passing after December 31, 2021, and on certain property owned by trusts, partnerships, and other non-corporate entities on January 1, 2022. Interestingly, The Biden tax proposal does not modify the estate and gift tax lifetime exemption amounts or the top estate tax rate of 40%. However, the Administration plans to allow the current estate regulations to sunset and revert back to pre-TCJA rules ($5M exemption per individual).

WM Wisdom:

Utilizing trusts and family limited partnerships as a key piece of an estate plan have been excellent techniques in minimizing federal estate taxes. However, the new proposal would immediately tax the contribution of assets into these vehicles at a maximum 43.4% rate on the appreciated value. Transfers to revocable grantor trusts would not immediately be subject to the new realization tax when they are funded. However, the grantor would be subject to tax on any unrealized appreciation when assets are distributed to a person other than the owner; or upon the death of the grantor. Estate planners must keep in mind that valuation discounts would be restricted thus triggering an even greater appreciation subject to the new tax.

Estate planners also need to evaluate minimizing the federal estate tax (40%) without triggering a realization tax (43.4%) when restructuring assets as part of an estate plan. Taxpayers can foreseeably have assets under the current or sunsetting estate tax exemption while still being subject to the new realization tax. With the provisions taking effect January 2022, there is a limited 6-month window to consider gifting and other techniques before the realization tax could derail common planning techniques.

Exclusions and other Considerations

Spousal Transfers

The transfer by a decedent to a U.S. spouse (citizen or resident) would carry over the basis of the decedent, and capital gain would not be recognized until the surviving spouse disposes of the asset or dies, at which point the deemed sale rules described above would apply.

Charitable Transfers

A transfer of appreciated property to charity – for example, a contribution of real property or of S corporation stock to a public charity – would not generate a taxable capital gain.

The taxpayer’s transfer of appreciated assets to a split-interest trust (for example, a charitable remainder trust or a charitable lead trust) would generate a taxable capital gain, based upon the actuarially determined value of the noncharitable interest; in other words, an exclusion would be allowed for the charity’s share of the gain inherent in the asset based on the charity’s share of the value transferred as determined for gift or estate tax purposes.

Family Business Exemptions

The tax on the appreciation of certain family-owned and operated businesses would not be due until the interest in the business is sold or the business ceases to be family-owned and operated.

WM Wisdom:

This exclusion described in the Green Book is extremely vague so better guidance defining businesses that will qualify for this exemption is necessary. Given that the Administration considers high-income earners to be those with income in excess of $400K for ordinary tax purposes, planners should be cautioned that any exemption may be small and not beneficial to those families with estates between $10-30M in value. The clarification of this issue will be the single biggest issue when strategizing succession and exit plans for family business owners.

Section 1202 Stock

The exclusion under current law for capital gain on certain small business stock would continue to apply; meaning that the transfer of qualifying C corporation stock by gift or at death would not be treated as a sale of such stock pursuant to the above rules.

WM Wisdom:

Start-up companies who plan to sell in the near future may wish to organize as a traditional C corporation as a planning technique to minimize exit taxes.

90 Year Rule

The Green Book proposal would impose tax on the unrealized appreciation of assets held within a trust, partnership or other non-corporate entity if there has not been a recognition event with respect to the applicable property within the prior 90 years (beginning on January 1, 1940). Accordingly, these entities would be subject to tax with respect to this property beginning on December 31, 2030.

WM Wisdom:

The Administration is focusing on dynasty type trusts that have escaped capital gains taxes for generations. It is important to note that no realization event will need to occur to trigger the tax. Simply put, if the trust holds property that has escaped appreciation taxes since 1940, it will immediately be subject to tax, presumably at a 43.4% rate. Taxpayers should consider planning techniques now as these provisions are effective in roughly nine years.

Payment Plan

The tax proposal allows a 15-year fixed-rate payment plan for the tax on appreciated assets that are transferred at death, except to the extent the tax is attributable to liquid assets (i.e. public traded securities). The IRS would be authorized to require collateral security from the taxpayer at any time it determines there is a reasonable need for security to continue the deferred payment of the tax.

Impact on the Basis of Transferred Property

Under the proposal, the recipient’s basis in property received by reason of the decedent’s death would be the property’s fair market value at the decedent’s death. The same basis rule would apply to the donee of gifted property to the extent the unrealized gain on that property at the time of the gift was not shielded from being a recognition event by the donor’s $1 million exclusion.


For a donor, the amount of the gain realized would be equal to the excess of the asset’s fair market value on the date of the gift over the donor’s adjusted basis in that asset. For a decedent, the amount of gain would be the excess of the asset’s fair market value on the decedent’s date of death over the decedent’s basis in that asset. The restriction against valuation discounts on transfers of partial interests could play a large role in determining taxable gain. That gain would be subject to tax presumably on the federal gift or estate tax return; or on a separate hypothetical capital gains realization tax return.

WM Wisdom:

Below is an illustration of how the new tax proposal may apply to a deceased married couple.

Under current law, the taxpayers’ heirs would inherit the assets with a cost basis equal to the fair market value at the date of death and there would be ZERO federal estate tax due.

Under the proposal, the unrealized gains in excess of $2.5 million, in this case $1.4 million, are subject to tax upon death. Assuming a 43.4% realization tax rate, the estimated tax would be $607,600. This example does not include any additional amounts for state inheritance taxes (if applicable); nor does it contemplate whether states will also adopt the new realization tax concept.

This illustration exemplifies that the new realization tax will have a significant impact on high-income earners as well as middle-class families who have saved their working lives in order to make life better for the next generation.

Planning Implications and Takeaways

Historically, estate planners focused on techniques to minimize estate and gift taxes to pass wealth onto the next generation. With the creation of the new realization tax, a huge curveball has been thrown into the mix.

Specific planning opportunities will depend on the character of assets; unrealized appreciation of those assets; ownership structure, and the taxpayer’s ultimate goals. Wealth transfer techniques that were once efficient will need to be reevaluated to ensure they are still effective. Estate plans will ultimately need to be revisited. There may be increased importance on life insurance strategies and other techniques to protect wealth for future generations.

It is hard to predict if these proposals will make it through Congress. However, it would be prudent to begin gathering a clear picture of your financial position including your basis in appreciated assets so that you will be prepared to act quickly should the provisions become law. At Wouch Maloney, we are ready to lend a helping hand in evaluating how these seismic changes in the tax proposals may impact your overall estate plan.

Suzanne Feldman, CPA, MT and Sweta Joshi, CPA contributed to this article.

DISCLAIMER: The WM Update, WM Wednesday Wisdom, WM Daily Update COVID-19, COVID-19 Business Resources, COVID-19 Client News Alerts and other related communications are intended to provide general information, including information regarding legislative COVID-19 relief measures, as of the date of this communication and may reference information from reputable sources. Although our firm has made every reasonable effort to ensure that the information provided is accurate, we make no warranties, expressed or implied, on the information provided. As legislative efforts are still ongoing, we expect that there may be additional guidance and clarification from regulators that may modify some of the provisions in this communication. Some of those modifications may be significant. As such, be aware that this is not a comprehensive analysis of the subject matter covered and is not intended to provide specific recommendations to you or your business with respect to the matters addressed.