INSIGHTS

A Smart Gifting Strategy: Why the Annual Gift Tax Exclusion Matters More Than You Think

by Larson Gross

ARTICLE | January 28, 2026

When we talk about gifting as part of a tax strategy, a lot of people assume it’s something only the ultra-wealthy need to worry about if they’re trying to avoid estate taxes. But gifting is actually one of the simplest and most powerful financial planning tools available, regardless of whether you expect to owe estate tax someday. 

And while it might not feel urgent today, a thoughtful gifting strategy can make a meaningful difference for your family – both now and in the long run. 

To understand why, we need to look at how two key concepts work together: the lifetime gift and estate tax exemption and the annual gift tax exclusion. These are the rules that define how much wealth you can transfer, and when – and how to do it in a way that’s as tax-efficient as possible. 

Understanding the lifetime gift and estate tax exemption

The lifetime gift and estate tax exemption is the total amount you can transfer – either during your life or at death – without triggering federal estate or gift tax.

For 2026, that exemption is at a historically high level: $15 million per person. So if your estate is below that threshold, your heirs can generally receive your assets without owing federal estate tax.

But, if the value of your estate exceeds that exemption, the excess could be subject to estate tax at a rate of up to 40%.

Let’s say someone passes away in 2026 with a $17 million gross estate. If they’re single, their taxable estate is reduced by their $15 million lifetime exemption (assuming they never had reportable gifting during their lifetime). The remaining $2 million taxable estate could result in approximately $800,000 of estate tax.

While that exemption might seem more than generous today, it’s not set in stone. It has changed many times in the past, and it can, and likely will, change again.

So even if you’re well under the threshold now, that doesn’t guarantee you’ll stay there. You might live another 20 or 30 years, during which time your assets could grow, your life situation could change, or the exemption itself could be reduced by future legislation.

That’s why many families choose to plan ahead. Not because they know they’ll owe estate tax, but because none of us knows what the rules will look like when the time comes.

By planning proactively now, you give yourself more flexibility and control, regardless of how the tax laws evolve.

What the annual gift tax exclusion lets you do

So now that we’ve talked about the lifetime exemption – that larger umbrella for lifetime and posthumous transfers – let’s zoom in on something more immediate and practical: the annual gift tax exclusion.

This is one of the simplest and most underused tools in the tax code.

Each year, the IRS allows you to give a certain amount of money, currently $19,000 per recipient in 2026, to as many people as you’d like, without paying gift tax and without using up any of your lifetime exemption.

In other words, it’s a way to reduce the size of your estate a little bit each year with no tax consequences whatsoever.

So let’s say you have three children. You could give each of them $19,000 this year – that’s $57,000 out of your estate, completely tax-free. And if they’re married, you could give each of their spouses another $19,000, which brings the total to $114,000 gifted in a single year, all without touching your lifetime exemption.

These annual exclusion gifts might seem small compared to your overall estate, but they add up. And the longer you live, and the more recipients you include, the more meaningful the impact becomes. Think of it as a slow and steady way to transfer wealth on your own terms, without waiting until the end of your life to make a difference.

Tips to maximize annual gifting

Once you understand how the annual gift tax exclusion works, the next step is learning how to use it strategically. Because while it’s simple on the surface, there are smart ways to maximize its impact and build flexibility into your long-term planning.

Here are some practical tips to help you get the most from your annual gifting strategy.

 

    Start with cash gifts whenever possible

    First, try to use the annual exclusion for cash gifts whenever you can. Cash doesn’t carry any hidden tax consequences, and it gives the recipient full flexibility to use the gift however they need – whether that’s investing, paying down debt, or covering family expenses.

    When you gift appreciated assets like stocks or real estate, the recipient inherits your original cost basis. That means they could owe capital gains tax on the full appreciation when they sell. If you wait and pass those assets at death, your heirs typically receive a step-up in basis to fair market value, potentially avoiding capital gains tax altogether. So the strategic question becomes: are you more concerned about removing appreciation from your estate now or minimizing future tax exposure for your heirs?

    There’s no one-size-fits-all answer, but it’s an important conversation to have, especially when large capital assets are involved.

    Pay tuition or medical expenses directly

    If you’re helping family with education or medical costs, consider paying the institution directly.

    Payments made directly to a school or medical provider don’t count as gifts at all – they don’t reduce your annual exclusion and don’t count against your lifetime exemption. That means you could help cover a grandchild’s tuition and still gift them $19,000 the same year.

    So, if you know a loved one needs money for education or healthcare, a direct payment to the provider could enable you to make an even bigger impact than gifting alone.

     

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    Use Trusts to retain control while still gifting

    You can also use your annual exclusion to make gifts into certain irrevocable trusts, like Intentionally Defective Grantor Trusts (IDGTs), Spousal Lifetime Access Trusts (SLATs), or trusts with Crummey powers that allow gifts to qualify as present interest gifts.

    These strategies are especially helpful if:

    • You want to remove appreciating assets from your estate
    • You want to provide for family over time, but retain some control
    • You’re coordinating annual exclusion gifts with larger estate planning goals

    Annual exclusion gifts can be used to fund these trusts gradually, year after year – adding up to significant long-term transfers without gift tax exposure.

    Keep in mind, though, that these trusts come with legal and tax complexities. It’s essential to work with a qualified estate planning attorney to ensure the structure aligns with your goals and with IRS requirements.

    Superfund a 529 plan for education savings

    Finally, if you’re helping with future education expenses, you may want to superfund a 529 plan. The IRS allows you to contribute up to five years’ worth of annual gifts at once – which in 2026 means up to $95,000 per beneficiary.

    This strategy lets you use your annual exclusion in advance, without using your lifetime exemption – enabling you to remove a significant amount from your estate right away. 

    Just note: this strategy requires a gift tax return and the election to spread the gift evenly over five years. And withdrawals from the 529 plan must be used for qualified education expenses in order to remain tax-free for the beneficiary.

     

    Pitfalls to avoid

    While annual gifting is relatively simple, there are a few traps that can undermine the benefits or create surprises you’d rather avoid.

    First, be careful not to unintentionally exceed the annual exclusion. While going over the annual exclusion isn’t a problem in itself, you will be required to file a gift tax return for that year. And any amount gifted above the limit will use up a portion of your lifetime exemption.

    Next, if you’re gifting appreciated assets, make sure to talk with both your tax advisor and the person receiving the gift. Remember, they inherit your cost basis – not a stepped-up one – so they may face capital gains tax when they eventually sell. It doesn’t make the gift a bad idea, but it’s something that should be part of the conversation.

    Also, document your gifts carefully, especially large or non-cash transfers. Even when a gift tax return isn’t required, good records can be helpful for future planning or in the event of an audit or family dispute down the road.

    And finally, make sure your gifting aligns with your overall estate plan. For example, if you have trusts in place, beneficiary designations, or provisions in your will, make sure your gifting strategy doesn’t create conflict or confusion – especially if you’re gifting unevenly among heirs or supporting one child more heavily during life.

    A simple strategy with long-term impact

    The annual gift tax exclusion isn’t flashy. But when used thoughtfully, it’s one of the most efficient tools we have for tax-free wealth transfer.

    Whether you’re helping a child buy a home, funding a grandchild’s education, or simply reducing your estate one year at a time, annual gifting is a strategy that rewards consistency and planning.

    If you’re considering annual gifts and want to make sure you’re using the exclusion effectively, we’re here to help. Our team is happy to discuss how annual gifting fits into your broader financial or estate plan – and how you can use it to create meaningful impact across generations.

    Plan Document and Design Considerations 

    The mandatory Roth requirement also forces a closer examination of plan design and governing documents. Plans that do not currently offer a Roth feature will need to be amended or risk eliminating catch-up contributions entirely for higher-earning employees. While amendment deadlines generally extend to December 31, 2026, waiting until the last moment compresses decision-making around optional features such as a deemed Roth election, which would automatically classify certain contributions unless employees affirmatively change them. Plan sponsors must also ensure participants have a meaningful opportunity to adjust their elections, particularly in light of universal availability requirements and wage aggregation rules that apply when multiple employers are involved. These considerations elevate plan design from a technical exercise to a strategic governance decision with lasting employee impact.

    Vendor Coordination Challenges

    Vendor coordination will be one of the most persistent challenges in implementing the mandatory Roth catch-up rules. Payroll providers, recordkeepers, TPAs, and legal counsel each play a critical role, yet they operate on different timelines and respond to different incentives. In practice, misalignment among these parties is the most common source of errors, particularly when changes are introduced late or without coordinated testing. Early engagement across all vendors, paired with deliberate testing well ahead of go-live, is essential. Equally important is the development of clear, documented processes and procedures to ensure accountability and consistency as responsibilities move across systems and organizations.

     

    Tax Reporting and Form W-2 Changes 

    How Roth Catch-Ups Appear on Form W-2 

    Box 1 wages: Not reduced by Roth catch-up contributions 

    Box 12: Roth contributions reported with specific codes (AA/BB) 

    Result: Higher reported taxable wages than previous years 

    No change to actual tax liability—timing of benefit shifts

     

    Impact on Employee Tax Returns 

    The tax impact for employees will be felt most clearly starting with 2026 returns, even though 2025 returns remain unaffected by the mandatory Roth catch-up requirement. For those subject to the rule, adjusted gross income will be higher, not because of a change on the tax return itself, but because the contribution treatment flows through wages reported on the W-2. There is no separate line item on Form 1040 to flag the change, which increases the risk that employees are caught off guard by downstream effects on phase-outs, credits, and deductions. This makes proactive tax planning and timely withholding adjustments essential, particularly for employees who have historically relied on pre-tax catch-up contributions to manage taxable income.

    Employer Reporting Obligations 

    Employer reporting obligations will take on heightened importance under the mandatory Roth framework. Accurate payroll coding is essential, as errors can trigger the need for corrected W-2s, creating administrative burden and eroding employee confidence. In certain correction scenarios, Form 1099-R reporting may also come into play, adding another layer of complexity and scrutiny. These requirements reinforce the need for close coordination between payroll and benefits teams, ensuring that contribution treatment, reporting, and corrections are aligned from the outset rather than addressed after issues surface.

     

    What Employers Should Do Now: Action Plan 

    Immediate Steps (Q4 2025) 

    • Conduct plan feature inventory: Confirm Roth availability 
    • Identify affected employee population: Run wage analysis 
    • Engage payroll provider: Confirm system capability and timeline 
    • Contact recordkeeper and TPA: Align on implementation approach 
    • Review plan document: Identify needed amendments 
    • Establish practices and procedures: Document compliance framework 

    First Quarter 2026 

    • Implement payroll system changes and test 
    • Execute plan amendments (deadline: December 31, 2026) 
    • Launch employee communication campaign 
    • Train HR and benefits teams on new rules 
    • Set up monitoring and exception reporting 

    Ongoing Through 2026 

    • Monitor employee wage progression throughout year 
    • Track contribution classifications and limits 
    • Prepare for year-end reporting (Form W-2) 
    • Document good faith compliance efforts 
    • Identify and correct errors promptly 
    • Refine processes based on experience 

    Employee Communications Strategy 

    An effective employee communications strategy will be critical to how this change is ultimately received. Messaging should be targeted to the affected population and personalized where possible, with a clear explanation that the shift to mandatory Roth treatment is driven by federal law, not employer discretion. Tax implications need to be explained in plain terms, supported by practical examples that help employees understand what will and will not change. Providing accessible resources such as FAQs, modeling tools, and access to advisors can reduce confusion and anxiety, particularly among executives and other key employees who are most likely to be impacted. Just as important is setting clear expectations for how the change will appear on W-2s issued in January 2027, so there are no surprises after the fact.

    Common Questions and Misconceptions 

    Can employees opt out of the Roth requirement? 

    Answer: No—it’s mandatory for those meeting criteria 

    • Option is to not make catch-up contributions at all 
    • Cannot choose pre-tax treatment once threshold crossed 

    Does this apply to regular (non-catch-up) contributions? 

    Answer: No—only catch-up contributions affected 

    • Base contributions remain employee’s choice (pre-tax or Roth) 
    • Employer match treatment unchanged 

    What if wages fluctuate near the threshold? 

    • Testing done annually based on prior year only 
    • Status can change year to year 
    • No mid-year recalculation required 
    • Employers should monitor and communicate changes 

    Are employer matching contributions affected? 

    Answer: No—match always pre-tax regardless 

    • Even when employee catch-ups are Roth 
    • No change to employer contribution rules 

    Can this rule be repealed or delayed again? 

    • SECURE 2.0 had bipartisan support 
    • No current legislative proposals to repeal 
    • Employers should plan for full implementation 
    • Monitor IRS notices for any additional guidance 

    Looking Ahead: What Comes After 2026 

      Full Regulatory Enforcement Beginning 2027 

      End of “reasonable good faith” interpretation period 

      Stricter IRS scrutiny and examination focus 

      Importance of documented compliance 

      Penalty structure for ongoing failures 

      Potential Future Guidance 

      Additional IRS notices and FAQs likely 

      DOL guidance on ERISA fiduciary aspects 

      Industry best practices emerging 

      Possible technical corrections legislation 

      Broader SECURE 2.0 Implementation 

      Mandatory automatic enrollment for new plans (2025) 

      Student loan matching provisions 

      Emergency savings accounts in plans 

      Long-term part-time employee coverage expansion 

      Cumulative complexity for plan sponsors 

       

      Conclusion: Preparation Is Everything 

      Key Takeaways 

      The mandatory Roth catch-up requirement arriving in 2026 is both real and imminent, with meaningful consequences for employers and employees alike. It introduces operational complexity for plan sponsors while directly affecting the tax outcomes of higher-earning participants. Successful implementation will require tight coordination across payroll, recordkeeping, legal, and advisory stakeholders, with little margin for error. When mistakes occur, they are not abstract. They are visible, personal, and costly to the employees affected. Ultimately, early preparation is the defining factor that separates a controlled, orderly rollout from a reactive and disruptive compliance crisis.

      The Bottom Line for Employers 

        The bottom line for employers is clear. This is not a problem to be addressed at the time of implementation, but a early planning priority that demands attention well in advance. The compliance obligation rests squarely with the employer, regardless of how many vendors are involved in administration. At the same time, the quality of employee communication will largely determine how this change is experienced across the workforce. For organizations that approach it thoughtfully, the mandatory Roth requirement also presents an opportunity to demonstrate benefits leadership, operational competence, and a disciplined commitment to doing complex things well.

        Final Thought 

        The mandatory Roth catch-up rule represents more than a technical change—it’s a fundamental shift in how retirement savings and tax policy interact for high-earning, near-retirement workers. Employers who approach 2026 with clarity, preparation, and proactive communication will turn a compliance challenge into an opportunity to strengthen their benefits program and employee trust. 

         

        Additional Resources and Next Steps 

        • IRS final regulations (September 15, 2025) 
        • IRS Notice 2023-62 (transition relief) 
        • SECURE 2.0 Act full text and summaries 
        • Consult qualified retirement plan advisors 
        • Contact Larson Gross for personalized guidance 

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        Kevin De Young, CPA, AEP

        Kevin De Young, CPA, AEP

        Partner, Larson Gross

        Kevin De Young joined Larson Gross in 1994 after earning his Bachelor of Science degree in accounting from Calvin College in Grand Rapids, Mich. He became a Partner of the firm in 2008.

        He is an Accredited Estate Planner and the firm’s Estate Planning & Trusts expert. He is a member of the Northwest Estate Planning Council and is a sought-after speaker and presenter on estate planning topics.