One Big Beautiful Bill Act: Tax Reforms for Business Sellers (2025)

Humorous highway road sign reading "Next Exit: Taxes" against blue sky, illustrating tax planning opportunities under the 2025 OBBBA reforms

December 22, 2025

One Big Beautiful Bill Act: Tax Reforms for Business Sellers (2025)

The One Big Beautiful Bill Act (OBBBA), signed into law July 4, 2025, introduces the most significant tax reforms for entrepreneurs since the 2017 Tax Cuts and Jobs Act. If you’re a founder, operator, or owner preparing to sell your business, these updates present rare opportunities to dramatically reduce your tax liability and preserve wealth across generations.

Expanded QSBS Exclusions: More Tax-Free Value

Under the new law, entrepreneurs selling Qualified Small Business Stock (QSBS) acquired after July 4, 2025, may exclude significantly more gain from federal taxation:

Provision Before OBBBA After OBBBA
Max Exclusion $10M or 10x basis $15M (indexed) or 10x basis
Asset Cap $50M $50M
Holding Period Requirements 5 years (100% exclusion) 3 yrs (50%), 4 yrs (75%), 5 yrs (100%)

Founders and early investors should evaluate their corporate structure and incorporation history to confirm QSBS eligibility. A properly executed C-corp framework could shield millions in gains from tax under the new provision.

199A Deduction Permanence: A Win for Pass-Through Owners

The 20% deduction for Qualified Business Income (QBI) has been made permanent, benefiting owners of S corporations, LLCs, and sole proprietorships. This includes increased thresholds for phaseouts and expanded eligibility based on industry classification.

If you’re selling your pass-through business, careful income timing and salary allocation could optimize this deduction—and reduce the effective tax rate on final year earnings.

Depreciation and CapEx Planning Before Exit

The Act permanently reinstates 100% bonus depreciation for qualified property acquired and placed in service after January 19, 2025. Entrepreneurs are using this opportunity to invest in qualified property prior to sale—reducing taxable income and increasing future cost basis for buyers.

The Critical Role of Independent Business Valuation

Before pursuing any exit strategy, obtaining an objective, independent business valuation is essential. It provides a realistic assessment of your company’s worth, empowering stronger negotiations, informed decision-making, and optimized tax planning under the new OBBBA provisions.

A professional valuation identifies value drivers, potential risks, and opportunities to enhance enterprise value prior to sale—such as strategic investments qualifying for bonus depreciation or restructuring for maximum QSBS benefits.

State-Level Tax Considerations on Business Sales

While the OBBBA focuses on federal tax reforms, state-level taxes on capital gains from business sales can significantly impact net proceeds. Residents of certain states face additional burdens:

  • Washington: Imposes a tiered capital gains tax of 7% on long-term gains exceeding $278,000 (standard deduction for 2025), with an additional 2.9% surcharge (totaling 9.9%) on gains exceeding $1 million. This applies to sales of stocks, bonds, and business interests. A deduction is available for gains from the sale of substantially all assets or interests in a qualified family-owned small business (e.g., worldwide gross revenue of $11,095,000 or less in the 12 months prior to the sale, plus ownership and material participation requirements), which can fully exempt qualifying gains if criteria are met.
  • Oregon: Treats capital gains as ordinary income, taxed at progressive rates up to 9.9% for income over $125,000 (single filers).
  • California: Taxes capital gains as ordinary income at rates up to 13.3%, with an additional 1% surcharge on income over $1 million.
  • New York: Capital gains are taxed as ordinary income with rates up to 8.82%, plus an additional NYC tax of up to 3.876% for residents.
  • Massachusetts: Imposes a 5% tax on long-term capital gains, with short-term gains taxed at 12%.
  • New Jersey: Taxes capital gains as ordinary income at rates up to 10.75% for income over $1 million.
  • Connecticut: Taxes capital gains as ordinary income at progressive rates up to 6.99%.
  • Maryland: Taxes capital gains as ordinary income at progressive rates up to 6.5% (state), plus local taxes (typically 2.25%–3.3%), with an additional 2% surcharge on net capital gains for high earners (federal AGI over $350,000).
  • Illinois: Taxes capital gains as ordinary income at a flat rate of 4.95%.

To mitigate these taxes, consider strategies such as changing domicile to a no-tax state like Nevada, Texas, or Florida before the sale, or utilizing trusts sited in favorable jurisdictions. Proper planning can potentially eliminate or reduce state-level taxation on gains from intangible assets, but requires establishing genuine residency and complying with state rules to avoid challenges.

Relocation Strategies: Moving to Favorable Jurisdictions

For clients in high-tax and politically challenging states like Washington, Oregon, California, New York, Massachusetts, and New Jersey, relocating to states with more favorable tax environments such as Texas and Florida can significantly enhance wealth preservation during a business exit. Texas and Florida have no state income tax, meaning no state-level capital gains tax on business sales, which can save millions compared to high-tax states.

Northern Pacific assists clients in this transition by coordinating comprehensive domicile planning. This includes:

  • Evaluating residency requirements and helping establish bona fide domicile in the new state to withstand audits from the origin state.
  • Structuring the business sale post-relocation to minimize trailing taxes, such as California’s sourcing rules for intangible assets.
  • Integrating relocation with entity restructuring, like converting to a Texas or Florida-based LLC or C-corp to optimize for QSBS and other federal benefits.
  • Aligning the move with estate planning, using trusts in asset-friendly states to protect proceeds from future taxes and creditors.
  • Providing holistic support through our network of advisors for lifestyle, real estate, and political alignment considerations in the new jurisdiction.

This approach not only reduces immediate tax liabilities but also positions your wealth for long-term growth in environments with lower regulatory burdens and stronger property rights protections.

Estate and Wealth Preservation Strategies: New Federal Exemptions, Ongoing State Impact

The federal estate and gift tax exemption is now $15 million per person, indexed for inflation. However, state-specific regimes—particularly in Washington and Oregon—can erode post-sale wealth. For example, Washington State’s estate tax now reaches as high as 35% on estates above $9M, while Oregon imposes rates up to 16% on estates over $1M.

High-net-worth sellers should explore advanced estate planning strategies to preserve family wealth and minimize tax exposure for future generations. While irrevocable trusts can be effective for removing assets from your taxable estate, they involve relinquishing control, which may not suit everyone. Consider the following options, potentially sited in favorable jurisdictions such as Nevada and South Dakota, known for no state income taxes on trusts, strong asset protection, and perpetual or long-duration trusts:

  • Domestic Asset Protection Trusts (DAPTs): Particularly in Nevada, DAPTs allow the grantor to retain certain benefits while protecting assets from creditors and potentially minimizing state capital gains and income taxes. By transferring appreciated assets to a non-grantor DAPT before sale, the trust may realize gains without state taxation if properly structured, helping avoid taxes like Washington’s capital gains tax. Nevada DAPTs also offer flexibility, such as allowing the grantor to serve as investment trustee.
  • Dynasty Trusts: These irrevocable trusts can last indefinitely in South Dakota (or up to 365 years in Nevada), allowing wealth to pass through generations without repeated estate taxes. Ideal for post-sale proceeds to create lasting legacies.
  • Spousal Lifetime Access Trusts (SLATs): An irrevocable trust where one spouse is the beneficiary, providing indirect access to assets while removing them from the estate. This offers flexibility compared to standard irrevocable trusts.
  • Grantor Retained Annuity Trusts (GRATs): Transfer business interests or sale proceeds with potential for tax-free appreciation to heirs, while retaining an annuity payment. Effective for minimizing gift taxes on high-growth assets.
  • Intentionally Defective Grantor Trusts (IDGTs): Sell assets to the trust in exchange for a note, freezing estate value while allowing income tax payment by the grantor to further reduce the estate.
  • Lifetime Gifting: Utilize the increased federal exemption for direct gifts or annual exclusions to reduce your estate size before taxes apply.

These strategies can help mitigate state estate taxes in Washington and Oregon by shifting assets out of your estate, and may also reduce capital gains taxes on the sale itself when using structures like DAPTs. However, they require careful planning to avoid issues like incomplete gifts or recapture. Explore our Sustainable Advantage® framework for personalized guidance.

Timing is Everything: Optimize the Sale Around the Law

  1. Obtain an independent business valuation to understand your company’s true worth and identify value-enhancement opportunities.
  2. Map your stock’s eligibility for QSBS based on acquisition date and company financials pre-sale.
  3. Model transaction dates carefully relative to holding periods and income thresholds.
  4. Coordinate tax, legal, and financial teams early—ideally 12–18 months in advance.
  5. Quantify state-level tax exposure on proceeds, especially for WA, OR, CA, NY, MA, or NJ residents, and plan relocations accordingly.

“Selling a business without an integrated tax and estate strategy often leads to unnecessary leakage. The new tax law makes smart planning more valuable than ever.”
— Northern Pacific Private Advisory Team

How Northern Pacific Can Help

Our process often begins with a comprehensive, independent business valuation—a critical foundation for any successful exit. This objective analysis establishes your company’s fair market value, strengthens your negotiating position, and uncovers opportunities to maximize proceeds through targeted improvements and tax-efficient structuring.

From there, our team collaborates with your CPA, attorney, and transaction advisors to coordinate QSBS exclusions, relocation planning, multi-generational trust strategies, and post-exit wealth management. We focus on more than just the sale—we help you protect and grow what comes after, including seamless transitions to favorable jurisdictions.

Learn more about our business valuation services or explore our Sustainable Advantage® framework to identify opportunities personalized to your goals.

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Northern Pacific Asset Management does not provide tax or legal advice. Please consult with your legal and tax advisors before making any changes to your assets or tax structures. All assumptions and projections are based on publicly available IRS and legislative guidance and are for general illustration only; they do not reflect your individual circumstances, investment growth risk, or the effects of any state or local taxes.

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