Back to BlogJune 25, 2026

Year-End Tax Planning Checklist

The most effective tax strategies must be implemented before December 31. Once the year ends, most opportunities to reduce your tax liability are gone. This year-end tax planning checklist covers the actions every small business owner should consider before the calendar turns, and why starting in October, not December, gives you the time to execute them properly.

1. Review Your Profitability

The first step in year-end planning is knowing where you stand. Review your year-to-date profit and project your full-year income. If your profit is higher than expected, you may need to implement strategies to reduce taxable income. If it is lower, you may want to defer deductions to next year when they may be more valuable. Our monthly bookkeeping clients have accurate, current financials to plan from.

2. Evaluate Your Entity Structure

If you are a sole proprietor or single-member LLC and your profit exceeds $60,000-$80,000, an S corp election could save thousands in self-employment tax. The election must be made by March 15 of the following year (for the prior tax year), but planning should happen before year-end so payroll can be set up correctly. Learn more about S corp tax preparation.

3. Maximize Retirement Contributions

Retirement contributions are one of the most powerful tax reduction tools. A SEP-IRA allows contributions up to 25% of compensation or $69,000 (2024 limit). A Solo 401(k) allows even higher contributions for sole proprietors. For high-earning owners, a defined benefit plan can allow contributions exceeding $100,000 per year. Some plans must be established by December 31, contact us now to set up the right plan for your situation through our tax consulting service.

4. Time Equipment Purchases (Section 179)

If you need equipment, furniture, or software, buying and placing it in service before December 31 lets you expense the full purchase price under Section 179 (up to annual limits). This front-loads the deduction into the current year. But the equipment must be placed in service, not just ordered, by December 31, so plan purchases early enough to receive and deploy the equipment.

5. Review Quarterly Estimated Payments

Your final quarterly payment is due January 15. Before making it, review your full-year projected income and adjust the payment to match your actual tax liability. If you have underpaid, increasing the January payment can reduce underpayment penalties. If you have overpaid, you can reduce it and keep more cash in your business. Read our guide on quarterly tax payments.

6. Capture Every Deduction

Review your expense records for deductions you may have missed: home office, vehicle mileage, business meals, professional development, software subscriptions, and business travel. If you have not been tracking mileage, reconstruct your log now from calendar entries and appointment records. Our top tax deductions guide covers the most valuable ones.

7. Consider Charitable Contributions

Charitable contributions made before December 31 are deductible in the current year. If you are close to a tax bracket threshold, a year-end contribution can reduce your taxable income. For larger contributions, consider donating appreciated stock, you deduct the fair market value and avoid capital gains tax on the appreciation.

8. Defer or Accelerate Income

If you expect to be in a lower tax bracket next year, deferring income (delaying invoices until January) reduces your current-year tax. If you expect higher rates next year, accelerating income (billing in December) may be better. We analyze your specific situation and recommend the approach that minimizes total tax across both years. Our tax planning service handles this analysis.

9. Issue 1099s and W-2s

Before year-end, verify that you have W-9 forms from all contractors and prepare to issue 1099-NEC forms by January 31. Verify employee W-2 information and prepare for W-2 filing. Our payroll services handle this for you.

10. Schedule a Year-End Planning Meeting

The most important step is sitting down with your CPA before December 31 to review your situation and implement strategies. We serve business owners across Wheaton, Naperville, and Glen Ellyn. Schedule your year-end planning meeting today, before the strategies on this checklist expire.

DKCPA

David Korzeniowski, CPA

Founder & Principal CPA, DWK Tax & Accounting

David Korzeniowski is a licensed Illinois CPA with 8+ years of experience serving small businesses, entrepreneurs, and individuals across DuPage County. He writes about tax strategy, bookkeeping, and financial planning to help business owners make confident decisions.

Licensed CPA, State of Illinois AICPA Member Illinois CPA Society

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