Business Owner’s Guide: Preparing for Estate Tax Exemption Transitions

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Executive Summary

As we enter 2025, business owners in the Lower Middle Market face unprecedented market conditions alongside critical tax policy changes. This convergence creates both opportunities and urgency for those considering business transitions or sales in the coming year.

Key Takeaways:

  • M&A conditions favor sellers, with record private equity capital, active strategic buyers, and favorable interest rates following recent Fed cuts to 4.25-4.50%
  • The TCJA estate tax exemption expires January 2026, potentially subjecting business transfers to significantly higher taxes approaching 40% on values above the reduced exemption
  • Given typical 9-12 month transaction timelines, owners must begin planning now to complete deals before they expire at the year’s end

State of the Lower Middle Market

As we enter 2025, business owners face a critical juncture with the pending sunset of the Tax Cuts and Jobs Act (TCJA) provisions. The TCJA of 2017 reduced the U.S. corporate tax rate from 35% to 21%, bringing it in line with other industrialized countries after years of having the highest rate.

Historical Top Corporate Tax Rates

Source: Internal Revenue Service, Tax Foundation

Lower Corporate Tax Rates Could Drive Higher Valuations in Lower Middle Market M&A

A reduction in corporate tax rates would increase after-tax profits, leaving companies with more excess cash for acquisitions. This influx of capital could intensify buyer competition in the lower middle market, potentially driving up valuations through both higher multiples and enhanced ability to fund operational improvements.

While increased cash availability creates opportunities for higher valuations, buyers and lenders remain focused on fundamental business stability when determining deal terms. This focus on stability makes derisking efforts particularly valuable, as they can help businesses capture the full benefit of the improved market conditions while satisfying buyer and lender requirements.

The Link Between Derisking and Value Creation

Derisking plays a dual role in M&A value creation: it commands higher multiples from buyers and attracts better financing terms from lenders, who favor stable, predictable cash flows. Through operational improvements, customer diversification, and strengthened management teams, effective derisking not only protects against downside scenarios but also positions companies for optimal exits.

Diving Deeper into Market Dynamics

PwC projects accelerated M&A activity in 2025, driven by a combination of factors including expected interest rate reductions, available investment capital, and evolving regulatory priorities.

During his campaign, President Trump outlined several tax priorities, without releasing a formal plan:

  1. Extending the 2017 TCJA
  2. Adding new tariffs on trade
  3. Reducing corporate tax rates from 21% to potentially 15-20%
  4. Creating a program to purchase intellectual property

While analysts speculate about the future, one thing remains clear: whether the TCJA ends or is extended will have significant implications for both individuals and businesses.

Multiple factors have converged to create favorable conditions for business owners considering a sale or transition. The Federal Reserve’s recent rate cuts – 0.50% in September followed by 0.25% reductions in both November and December 2024 – have brought the target rate to 4.25-4.50%. This monetary shift coincides with record levels of private equity capital seeking quality acquisitions.

The buyer landscape remains diverse and active. Strategic acquirers seek industry synergies, while financial buyers including private equity firms and family offices focus on investment returns. High-net-worth individuals increasingly enter the market seeking direct business ownership.

However, looming tax changes add complexity to timing decisions. Without congressional intervention, the TCJA estate tax exemption will be cut in half on January 1, 2026. For lower middle market business owners planning succession or family transfers, this reduction demands attention. Waiting until after 2025 could subject transfers to substantially higher estate taxes, with rates approaching 40% on values above the reduced exemption amount.

Considerations for Business Owners Looking to Sell

Strategic Planning Timeline M&A transactions typically take 9-12 months to complete. Business owners must begin planning well ahead of the December 2025 estate tax changes to properly position their businesses. This timeline becomes critical when considering business valuations, due diligence requirements, and potential buyer negotiations.

Value Creation Priorities Value enhancement requires strategic planning and risk mitigation. Business owners should optimize capital structure, implement robust performance tracking systems, and reduce owner dependency. Strengthening intangible assets, such as customer relationships and operational processes, becomes crucial for maximizing business value before any transaction.

Next Steps Early preparation with REAG gives business owners more options and potential for optimal outcomes. Additionally, Certified Exit Planning Advisors (CEPAs) provide expertise needed to support the often complex journey of mergers and acquisitions. Whether pursuing an exit or focusing on growth, understanding current market conditions and pending tax changes will be essential for strategic decision-making through 2025.

Why Act Now: A Critical Window

Record private equity capital and strong strategic buyer interest create an exceptional market opportunity for business owners, yet these favorable conditions have a limited window.

If you’ve completed your yearly business review and are considering a transition, current market conditions and approaching tax changes create a compelling but time-limited window through 2025.

Whether pursuing an exit or focusing on growth, our comprehensive approach provides the strategic guidance needed to achieve optimal outcomes.

Contact REAG for a discovery session to learn how we can help protect and maximize your business legacy through these upcoming changes.

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