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Tax Changes under OBBBA for Executive Compensation and Benefits

Our firm has been inundated with requests for clarity regarding the so-called One Big Beautiful Bill Act (“OBBBA”) signed into law by President Trump on July 4th, 2025, and employee benefits and executive compensation professionals are busy planning for application of the new tax provisions which will impact the programs they support. Below are a few points drawn from recent client inquiries:

Executive Compensation

The OBBBA modifies Section 162(m) of the Internal Revenue Code, which caps the tax deduction for compensation paid by publicly held corporations to covered employees at $1 million per taxable year. Under the new rules, this limitation now applies on an aggregated basis across controlled groups. As a result, all compensation paid to a covered employee by any member of the group counts toward the $1 million threshold, and the deduction limit is allocated among group members proportionally based on the amount each pays to the employee. Covered employees are determined group-wide, including the principal executive officer, principal financial officer, and the five highest-compensated employees for years after 2026. These changes take effect for taxable years beginning after December 31, 2025, and aim to prevent circumvention of the cap through affiliated entities. Audit recommendation: Public companies within controlled groups should assess their executive pay programs to address potential deduction shortfalls and ensure proper allocation.

Health & Wellness Benefits

High-Deductible Health Plans (HDHPs)

  • Permanent relief for telehealth services under HDHP. This will allow HDHPs to provide telehealth services prior to the participants meeting their deductibles, eliminating the concern regarding HSA contribution eligibility. The effect date is retroactive to January 1, 2024, and is now a permanent provision, eliminating employers’ concerns about this important benefit for HDHP plan participants.
  • HSA eligibility establishes an exemption to the requirement for HDHP first-dollar coverage restrictions. Effective January 1, 2026, HDHP participants can use their HSAs to cover Direct Primary Care (DPC) arrangements up to $150 monthly for individuals or up to $300 monthly for families. The new tax law clarified that a DPC arrangement is not medical insurance so that HSA contributions can be made. The law also clarified that DPC fees are qualified medical expenses which can be paid or reimbursed by the HSA account. Plan sponsors should evaluate plan amendments whether they should be enacted for the 2026 plan year.

Dependent Care Flexibility Spending Accounts

For plan years starting in 2026, the annual limit for dependent care FSAs rises to $7,500 from $5,000. Plan sponsors should both:

  • Evaluate a plan amendment to increase the maximum annual contribution limit for DCFSAs; and
  • Be aware that the increased limit may cause more cafeteria plan discrimination refunds, as Highly Compensated Employees (HCEs) may participate at a higher rate than Non-Highly Compensated Employees, which could result in refunds.

Plan sponsors should plan to run preliminary non-discrimination tests early in the year to proactively limit contributions by the HCEs to avoid sticky refunds at year-end.

Educational Loan Assistance

The new tax law permanently allows employers to reimburse student loans in addition to education expenses under a Section 127 plan in addition to tuition and school fees reimbursement. During COVID the IRS temporarily allowed employers to assist employees with student loan repayment, in addition to tuition and fee reimbursement. The new tax law makes this loan reimbursement a permanent feature of the 127 Education Assistance Plan. Employers may contribute up to the annual maximum of $5,250 for each employee. Plan sponsors should plan to review their Section 127 plan and consider making amendments to include this feature permanently.

Next Steps

Please use the button below to set up a meeting if you wish to discuss this matter. When addressing legal and tax matters, timing is critical; therefore, if you need assistance, it is important that you retain the services of a competent attorney as soon as possible. Should you choose to contact me, we will begin with an introductory conference—via phone—to discuss your situation. Then, should you choose to retain my services, I will prepare and deliver to you for your approval a formal representation agreement. Unless and until I receive the signed representation agreement returned by you, my firm will not have accepted any responsibility for your legal needs and will perform no work on your behalf. Please contact me today to get started.

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— Prof. Chad D. Cummings, CPA, Esq. (emphasis added)


Attorney and CPA

/Meet Chad D. Cummings

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I am an attorney and Certified Public Accountant serving clients throughout Florida and Texas.

Previously, I served in operations and finance with the world’s largest accounting firm (PricewaterhouseCoopers), airline (American Airlines), and bank (JPMorgan Chase & Co.). I have also created and advised a variety of start-up ventures.

I am a member of The Florida Bar and the State Bar of Texas, and I hold active CPA licensure in both of those jurisdictions.

I also hold undergraduate (B.B.A.) and graduate (M.S.) degrees in accounting and taxation, respectively, from one of the premier universities in Texas. I earned my Juris Doctor (J.D.) and Master of Laws (LL.M.) degrees from Florida law schools. I also hold a variety of other accounting, tax, and finance credentials which I apply in my law practice for the benefit of my clients.

My practice emphasizes, but is not limited to, the law as it intersects businesses and their owners. Clients appreciate the confluence of my business acumen from my career before law, my technical accounting and financial knowledge, and the legal insights and expertise I wield as an attorney. I live and work in Naples, Florida and represent clients throughout the great states of Florida and Texas.

If I can be of assistance, please click here to set up a meeting.



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