Tax · 6 min read

Questions to Ask Your CPA Before Year-End

A 45-minute call in November can save more tax than 10 hours of cleanup in April. Walk in with these questions and you'll get a planning meeting, not a status update.

Projected tax

  • What's my projected federal and state tax bill based on current numbers?
  • How does that compare to what I've already paid via estimates and withholding?
  • Do I need to make a 4th-quarter estimate, and how much, to avoid penalties?
  • Am I on track for safe harbor (110% of prior year or 90% of current)?

Entity and owner pay

  • Is my current entity still the right one given this year's net profit?
  • If S-Corp: is my reasonable comp where it should be? Do I need to run more payroll before year-end?
  • Should I put owner health insurance on my W-2?
  • Should I formalize an accountable plan for home office and vehicle?

Retirement and benefits

  • Which retirement plan gives me the largest deduction for my situation?
  • Am I funding my plan the most efficient way (employee deferral vs. profit share)?
  • Should I open a Solo 401(k) or defined benefit plan before 12/31?
  • Should I do a Roth conversion this year?
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Equipment, depreciation, and timing

  • Would year-end equipment purchases meaningfully lower my tax?
  • Should I take Section 179 or bonus depreciation, or spread it?
  • Should I accelerate or defer December invoicing?
  • Any expenses I should prepay before 12/31?

Next year and beyond

  • What's my estimated tax payment plan for next year?
  • Any law changes coming that affect me?
  • What should I do differently in bookkeeping or payroll going forward?
  • What's the right cadence for us — quarterly check-ins, annual review, on-demand?

Frequently asked

When should I schedule the year-end meeting?

Mid-to-late November is the sweet spot. Early enough to act on every recommendation, late enough that your numbers are real.

What should I send the CPA before the meeting?

Year-to-date P&L and balance sheet, a quick estimate of November/December activity, current retirement plan balances, and any large planned purchases or sales.

Recommended next step

Download the Year-End Tax Planning Guide

Every November-and-December move worth making — retirement deadlines, equipment timing, S-Corp payroll, charitable giving, loss harvesting, and the close checklist — in one CPA-built PDF.

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