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Year-End Tax Planning Considerations for 2025

  • by CWA
  • •    October 8, 2025
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Implement these tax-saving action items before year-end

Key Takeaways

  • The last quarter of the year is a great time to get organized and prepared for the year ahead.
  • The One Big Beautiful Bill Act (OBBB) is a key factor shaping tax planning for the 2025 filing season.
  • A few more SECURE Act 2.0 changes are coming in 2026.

Amid continued economic uncertainty, the One Big Beautiful Bill Act (OBBB) has emerged as a key factor shaping tax planning for the 2025 filing season.

The OBBB permanently extends and enhances many elements of the Tax Cuts and Jobs Act (TCJA). From a boosted deduction for small businesses to increased estate exemption, the new bill offers significant tax-saving opportunities, some of which take effect for the tax year 2025.

As a result, it’s essential for business owners to reset and reevaluate their tax planning to effectively navigate these changes and close out the calendar year strong.

It’s important to remember the end goal should not be blindly pushing income into the following year or pulling expenses into the current year. Understanding the long-term impact is key. The focus should ultimately be on the fundamental strategies of business tax planning.

While CPA Keith Klein works with his clients year-round to ensure they are ahead of the game, he uses the last few months as an opportunity to get organized and prepared for the year ahead.

“I create tax projections for my clients at the end of each year. We will set a new payroll schedule for 2026 with updated withholdings for state and federal taxes and 401(k) deferrals,” Keith says. “This helps my clients stay on a steady path for paying taxes and taking advantage of compounding interest by contributing to their 401(k) plan early. These little steps bring confidence that the year ahead is taken care of in a tax-advantaged way.”

Although we recommend that investors and small business owners strive to implement tax planning strategies throughout the year, there are often items that need to be considered prior to year-end.

Now is the time to pause and review your individual situation to ensure you’ve maximized your tax planning as we approach the last calendar quarter of the year.

Corporate Tax Planning Strategies
  • Know if your state allows a Pass-Through Entity (PTE) tax deduction.
    • Most states have state income tax that allows owners of S-Corporations or Partnerships to pay their state income tax at the entity level for the portion of their income passed through on their K-1.
    • This allows you to receive a federal tax deduction for a portion of your state taxes that would otherwise not be deductible.
    • The tax payments must be made before Dec. 31, 2025, to be deducted in 2025.
    • PTE tax payments are an area of opportunity your CPA should be discussing with you. If you make under $600,000, payments should be going down. If you are nearing $600,000, additional tax planning might be necessary for higher tax savings.
  • S-Corporation QBI Limits
    • The qualified business income deduction was made permanent with the passing of the OBBB.
    • The phase out limits for QBI will increase by $50,000 in 2026. Meet with your CPA to discuss whether it would benefit you to justify a change in the ratio of W-2 vs K-1 income you take from your business.
  • S-Corporation Health Insurance
    • If you operate your business in an S-Corporation and pay for your health insurance through your business, you must report the premiums paid on your W-2 form.
    • While these premiums are not considered wages for employment taxes, they must be reported here to be deducted from the S-Corporation and the shareholder’s personal return.
  • Consider a Defined Benefit Plan, and it’s not too late to add this plan for 2025.
    • Have you maximized your 401(k) Plan but are still looking for a way to save more in a tax-deferred environment and have excess cash flow?
    • If a cash balance plan has been on your to-do list, most advisors will generally continue to set these up if it makes long-term financial sense for the client. The original Secure Act granted extended time, allowing set-up to roll into the new calendar year as long as it’s complete before filing your 2025 return.
  • Consider accelerating expenses before year-end.
    • The tax rates are not expected to change in 2026, so the fundamental concept of accelerating expenses is still sound.
      •  A common example is accelerating supply orders you would typically pay next year before year-end.
      • Another example is pre-paying for a CE course or business trip you know is on the horizon for the year ahead.
      • This may not be the right approach for someone who expects to earn significantly more income in the following year. Consult your financial advisor.
  • Purchase equipment before year-end and ensure it is “placed in service” by Dec. 31, 2025.
    • If you need new equipment that will increase your ability to make more money in the future, purchase this before year-end.
      • Placed in Service is defined as when the property is ready and available for use. This includes when the equipment is held in local storage.
      • Section 179 and bonus depreciation rules allow doctors to write off substantial equipment purchases.
      • CWA advisors caution against purchasing equipment just to avoid taxes. In that case, it is more economical to just pay the taxes.
      • CWA advisors also suggest that you consider interest rates if you plan to obtain the equipment using financing.
  • Research & Development Tax Credits
    • For those that qualify, the OBBB eliminated the requirement to capitalize salaries used in this calculation, which temporarily reduced the benefit for the taxpayer claiming the credit.
    • Small businesses have the ability to go back and amend returns from 2022 – 2024 with an election that reduces the reporting requirement to the IRS. But you must do this before July 4, 2026, to qualify.
  • If planning leasehold improvements to qualified business property, ensure they are placed in service by Dec. 31, 2025.
    • A taxpayer can now claim bonus depreciation on 100% of the property’s cost basis.
      • Review with your CPA to ensure your purchases are “qualified business property.”
      • Not all states offer this tax benefit.
  • Reimburse yourself for business expenses you personally paid by year-end.
    • If you have personally paid any business expenses this year, have the business reimburse you before year-end.
      • For 2025, the deduction for business meals remains at 50%.
      • Know what you can and cannot deduct from business-related travel.
      • Entertainment expenses generally are not deductible, although there are many exceptions.
    • Make sure your chart of accounts separates in-house meals from dining done outside the office. Starting in Jan. 2026, in-house meals will be 100% deductible. 
THE SECURE ACT 2.0 TAX PLANNING

The most significant tax and retirement plan changes were made with the SECURE Act 2.0, released in 2023. Many of the changes made by this act, along with others, have already gone into effect, with a few more coming in 2026.

  • If your business has fewer than 50 employees and started a 401(k) Plan in 2025, take advantage of the startup credits to help offset plan administration costs and employer staff costs.
  • If your practice has a SIMPLE IRA or SEP IRA, consider making an election to allow for Roth contributions.
  • One provision of the original Secure Act 2.0 has been delayed until 2026. If you are an employee earning more than $145,000 in wages, you can still contribute pre-tax catch-up (if over 50 years old) until they end Dec. 31, 2025. Starting in 2026, catch-up deferrals will have to be treated as Roth deferrals.
  • Taxpayers age 60-64 will still be eligible for a super catch-up deferral, which is an extra $10,000 into the 401(k) plan.
Personal Tax Planning Reminders
  • Charitable Contributions
    • You may want to look at funding Donor Advised Funds (DAF) in 2025 instead of 2026 due to the restrictions put on them by the OBBB. It caps the tax benefit at 35% even for those in the 37% tax bracket.
    • There is also a charitable contribution floor of .5% of AGI starting in 2026.
  • As your plan permits, adjust your 401(k) Plan deferral contributions, if necessary, before year-end to ensure you reach the maximum statutory limits for the year.
    • For 2025, the 401(k) maximum limits have increased to $23,500 for those under 50 or $31,000 for those over 50 by year-end.
  • Required Minimum Distributions (RMDs)
    • Retirees aged 65 and older should speak with their financial planners about distribution planning to ensure they can utilize the new $6,000 deduction for social security income.
    • Ensure you have taken your RMDs by year-end, if applicable.
  • Safe Basis & Tax Payments
    • Verify that you have sufficient taxes paid in by Dec. 31, 2025, to minimize paying any penalties or interest. This is referred to as “safe basis.”
    • You can do this either through your payroll tax withholdings or with a fourth quarter estimated tax payment no later than Jan. 15, 2026.
  • Fund and convert your Backdoor Roth before Dec. 31, 2025.
    • Although taxpayers technically have until April 15, 2026, to fund this for the 2025 tax year, completing this step early ensures the Roth conversion matches the associated tax year.
  • Consider renting your property in accordance with the Augusta Rule.
    • A taxpayer is allowed to rent their home to their practice for up to 14 days per year without being required to claim the rental income. This allows for a tax deduction (rent expense) on the business return without moving any actual cash (since the taxpayer rents it to themselves).
    • Reminder: It is the taxpayer’s responsibility to maintain records of the event that was hosted (date/location, who was there, commensurate rental rate, business purposes).
  • Consider using debt to purchase a vehicle instead of paying in cash to maximize the tax benefit of the new interest deduction.
    • Meet with your CPA to make sure you meet the income requirements, your AGI must be below $200,000 for joint filers to qualify for this deduction.
  • Utilize unrealized losses with tax-loss harvesting.Even though the market and investments have been performing well in 2025, you may be able to utilize your unrealized losses to lower your tax liability and better position your portfolio going forward. This may work very well if you have sold a business and have a large capital gain.
Looking Ahead

Due to the income limit that caps the State and Local Tax (SALT) deduction, changes to the QBI deduction, and the adverse changes to DAFs in 2026, you should discuss with your CPA opportunities to reduce income in 2026. Tax strategies such as cost segregation studies, DAFs and defined benefit plans are all options to maximize the tax benefits.

Tax planning now should not only aim to optimize for 2025 but also position you to adapt well to the changing rules of 2026. The above considerations capture only the main planning ideas our advisors want to ensure you take advantage of.

If you’re not confident you are maximizing your tax planning opportunities, our advisors are here to help. The CWA team can review your current tax situation and help discuss opportunities to take advantage of by year-end.

CONTACT OUR TEAM

Cain Watters is a Registered Investment Advisor.  Cain Watters only conducts business in states where it is properly registered or is excluded from registration requirements. Registration is not an endorsement of the firm by securities regulators and does not mean the adviser has achieved a specific level of skill or ability.  Request Form ADV Part 2A for a complete description of Cain Watters investment advisory services. Diversification does not ensure a profit and may not protect against loss in declining markets.  Past performance is not an indicator of future results. 

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