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07.21.25  |  Financial Planning

Income, Equity, and Tax Strategy After OBBBA: What You Need to Know

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This article focuses on the tax, investment, and planning-related elements of the One Big Beautiful Bill Act (OBBBA). While the law includes a wide range of economic and social provisions, our analysis focuses on the areas most relevant to individuals, families, and business owners from a financial planning perspective. Our goal is to help you use 2025’s unique planning window to your advantage, without getting lost in technical details or partisan distractions.

A New Chapter for Tax Planning

Signed into law on July 4, 2025, the One Big Beautiful Bill Act (OBBBA) builds upon the 2017 Tax Cuts and Jobs Act (TCJA) and introduces significant changes to income tax rules, deductions, and adjusted gross income (AGI) thresholds. While many headline provisions are made permanent, several new AGI-based phaseouts and deduction caps take effect in 2026.

For individuals, families, and business owners, the bill presents not just legislative changes, but a new set of planning opportunities. With 2025 offering a unique window before tighter thresholds and phaseouts kick in, now is the time to reassess your approach to income, equity, and tax strategy.

Reframing Cash Flow and Income in Light of the New Law

The tax code changes introduced by OBBBA shift the cash flow and income planning landscape in several important ways, especially in 2025, before new thresholds and floors begin to tighten.

Permanent Tax Brackets + Inflation Adjustment

The TCJA-era tax brackets are now permanent, preserving current marginal rates. Beginning in 2026, a one-time inflation adjustment will widen the 12% and 22% brackets, which may benefit middle-income taxpayers or retirees in multi-year income planning.

Standard and Senior Deduction Increases

The standard deduction increases to $31,500 (MFJ) and $15,750 (Single) in 2025. A new $6,000 senior deduction applies to each taxpayer over age 65, though it phases out entirely for those with AGI above $100,000 (S), $150,000 (MFJ).

Pease Limitation Returns for High-Income Households

Beginning in 2026, OBBBA reinstates the Pease limitation, which reduces the total value of itemized deductions for taxpayers with AGI over: $500,000 (Married Filing Jointly), $250,000 (Single). The reduction equals 3% of the amount by which AGI exceeds the threshold, capped at 80% of total itemized deductions.

Itemized Deduction Cap for High-Income Taxpayers

In addition to the Pease limitation, OBBBA imposes a new cap: If you’re in the 37% bracket, your itemized deductions are further limited to the value of the next lower bracket (35%), regardless of how much you give or deduct.

SALT Deduction Cap Temporarily Expanded

Alongside changes to the standard deduction, OBBBA also revisits one of the most contested TCJA provisions: The State and Local Tax (SALT) cap. The SALT deduction cap increases from $10,000 to $40,000 in 2025, then gradually phases back down through 2029. The $40,000 SALT cap applies to both Single and MFJ. However, MFS filers get only $20,000, and the deduction begins phasing out at $500,000 AGI, reducing linearly to $10,000 at $600,000 AGI.

HSA Contribution Expansion — More Room for Tax-Free Growth

Starting in 2026, Health Savings Account (HSA) contribution limits will increase by 25% across the board, and eligibility expands modestly for older dependents and certain plan designs. HSAs remain one of the few vehicles offering triple tax advantages: pre-tax contributions, tax-deferred growth, and tax-free withdrawals for qualified medical expenses.

Charitable Giving: Familiar Tools, New Constraints

Just as AGI thresholds impact your SALT deduction, they’ll now begin to reshape charitable giving benefits as well. These changes create a brief window in 2025 for more flexible and efficient giving.

Charitable Giving Floors and New Above-the-Line Deduction

Starting in 2026, itemized charitable deductions are only allowed to the extent they exceed 0.5% of AGI. For example, a $10,000 donation with a $400,000 AGI only gets an $8,000 deduction.

Even non-itemizers now get a $2,000 above-the-line deduction (MFJ) or $1,000 (Single) starting in 2026. This creates modest, universal charitable benefit, no phaseout or AGI cap.

Example Case Study: The Clark Family’s Timing Advantage

The Clarks have an AGI of $800,000 and typically donate $100,000 per year to their donor-advised fund. In 2025, their advisor recommends front-loading three years of giving ($300,000) before the new charitable limits begin in 2026.

In 2025, they deduct the full $300,000 at a 37% rate, saving $111,000 in taxes. In 2026, a 0.5% AGI floor and a 35% cap on deduction would reduce their total benefit to $103,600, a loss of $7,400 in tax savings.

Business Owners and the Self-Employed: A Clearer Path Forward

While individual deductions are becoming more constrained, business owners receive a rare set of wins, if they act in 2025. These changes can dramatically reduce AGI before deduction thresholds and phaseouts begin in 2026.

Section 179 Equipment Expensing Expanded

Self-employed and small business owners can now immediately deduct the cost of qualifying equipment, vehicles, and software—up to $2.5 million per year up from $1.25 million in 2025.

Section 174 Research & Deductions Restored

OBBBA eliminates the TCJA requirement to amortize R&D expenses over 5 years. Starting in 2025, these expenses are fully deductible in the year incurred.

QBI Deduction Made Permanent

The 20% Qualified Business Income deduction is now permanent and applies fully to incomes up to: $400,000 (Single), $800,000 (MFJ). Previous phaseouts began at ~$197k/$394k in 2025

Auto Loan Interest Deduction

From 2025–2028, you can deduct up to $10,000 of auto loan interest—even as a standard deduction filer. Vehicle must be U.S.-assembled, weigh less than14,000 lbs, and the deduction phases out above $100K AGI (S), $200K (MFJ).

Section 1202 and QSBS Strategies Still Valuable

Section 1202 treatment of Qualified Small Business Stock (QSBS) is preserved. OBBBA raises the eligibility threshold from $50M to $75M in gross assets. For stock acquired after July 4, 2025, the capital gains exclusion increases to $15M (or 10x basis, whichever is greater), indexed for inflation starting in 2027. Stock acquired on or before that date retains the original $10M exclusion. This means founders and early employees holding shares at different dates may qualify for different exclusion caps depending on acquisition timing.

Example Case Study: Bringing It All Together – James and Elaine’s Tax Year Playbook

James (self-employed, $400k income) and Elaine ($200k W-2) live in Massachusetts and are in their mid-60s, preparing to retire in a few years. Their goals: reduce AGI, fund charitable priorities, and set up for future Roth conversions.

2025 Planning Moves:

  • Max out solo 401(k): $50,000
  • $40,000 donor-advised fund gift
  • Prepay two years’ property tax
  • Purchase $75,000 in business equipment
  • Deduct $18,000 in prior-year R&D software costs
  • Convert $90,000 to Roth IRA while staying in the 24% bracket

Total AGI reduction: Over $200,000

What Wouldn’t Have Been Allowed Before OBBBA:

  • SALT deduction would’ve been capped at $10,000, not $40,000
  • Section 174 R&D expenses would have been amortized, not fully deductible
  • Section 179 limits would have phased out the $75,000 equipment deduction
  • Their QBI deduction would have started phasing out near $364,000 AGI

Planning Insights: They lowered AGI by over $200,000, reclaimed full SALT and business deductions, preserved the senior deduction, and created more space for a Roth conversion—setting up a more efficient retirement and estate strategy.

Ready to optimize your 2025 strategy?

If your income, deductions, or equity comp could push you over key AGI thresholds, now is the time to act. As 2025 progresses, proactive planning will be key.

  • Can I manage AGI to reclaim or preserve deductions?
  • Should I bunch charitable gifts this year?
  • Is now the right time to convert to Roth?
  • Am I coordinating equity events and deductions for tax efficiency?

Review your full financial picture with your CPA, financial advisor, and your estate attorney to ensure you’re aligning income, deductions, and long-term goals. If you’d like to discuss your specific plan, schedule a planning review with your Grimes advisor to help align your financial strategy with the new OBBBA rules.

Coming in Part 2: How OBBBA Reshapes Estate Planning, Gifting, and Multigenerational Wealth Strategy

Important Disclosures:

Please remember that past performance is no guarantee of future results.  Different types of investments involve varying degrees of risk, and there can be no assurance that the future performance of any specific investment, investment strategy, or product (including the investments and/or investment strategies recommended or undertaken by Grimes & Company Wealth Management, LLC (d/b/a Grimes & Company), or any non-investment related content, made reference to directly or indirectly in this blog will be profitable, equal any corresponding indicated historical performance level(s), be suitable for your portfolio or individual situation, or prove successful.  Due to various factors, including changing market conditions and/or applicable laws, the content may no longer be reflective of current opinions or positions.  Moreover, you should not assume that any discussion or information contained in this blog serves as the receipt of, or as a substitute for, personalized investment advice from Grimes. To the extent that a reader has any questions regarding the applicability of any specific issue discussed above to his/her individual situation, he/she is encouraged to consult with the professional advisor of his/her choosing. No amount of prior experience or success should be construed that a certain level of results or satisfaction will be achieved if Grimes is engaged, or continues to be engaged, to provide investment advisory services. Grimes is neither a law firm nor a certified public accounting firm and no portion of the blog content should be construed as legal or accounting advice. A copy of the Grimes’ current written disclosure Brochure discussing our advisory services and fees is available for review upon request or at https://www.grimesco.com/form-crs-adv/. Please Note: Grimes does not make any representations or warranties as to the accuracy, timeliness, suitability, completeness, or relevance of any information prepared by any unaffiliated third party, whether linked to Grimes’ web site or blog or incorporated herein, and takes no responsibility for any such content. All such information is provided solely for convenience purposes only and all users thereof should be guided accordingly. Please Remember: If you are a Grimes client, please contact Grimes, in writing, if there are any changes in your personal/financial situation or investment objectives for the purpose of reviewing/evaluating/revising our previous recommendations and/or services, or if you would like to impose, add, or to modify any reasonable restrictions to our investment advisory services.  Unless, and until, you notify us, in writing, to the contrary, we shall continue to provide services as we do currently. Please Also Remember to advise us if you have not been receiving account statements (at least quarterly) from the account custodian./

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