The Long Game

Q4 Estimated Tax Payment Planning


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It’s the start of a new year, and that means one thing for business owners and high-income earners: it’s time to dial in your Q4 tax strategy.

In this episode, I’m joined by Ryan Dolan (licensed tax pro + advisor on our team) to break down everything you need to know about Q4 estimated payments, the 110% vs. 90% safe harbor rules, and how to avoid surprise tax bills or penalties in April. We cover:

  • The difference between estimated payments and withholding (and how to use each strategically)

  • Why the “effective tax rate” savings method often falls short

  • When annualizing your income makes sense (especially for seasonal earners)

  • How to plan for Q1 payments now so you’re not scrambling later

  • Why overpaying a little in Q4 might be better than under-saving all year

...more
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The Long GameBy Thomas Kopelman

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