Quarterly Estimated Taxes 101 (How to Stop Overpaying or Underpaying)

Quarterly Estimated Taxes 101 (How to Stop Overpaying or Underpaying)

April 1, 2026 · 14 min · Episode 403

About this episode

This episode explains how estimated taxes work and provides strategies to avoid overpaying or underpaying.

Estimated taxes should not feel like a guessing game, but for many business owners, they do. Underpay, and you face stress, penalties, and a big bill in April. Overpay, and you hand the IRS more cash than needed, limiting what you can reinvest in your business. In this episode, we break down how estimated taxes actually work, why the U.S. tax system is pay-as-you-earn, and how to avoid both overpaying and underpaying. We cover the safe harbor rules, why accurate bookkeeping matters, and how...

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