Q&A: Are You Making These Common Small Business Tax Mistakes?

Q&A: Are You Making These Common Small Business Tax Mistakes?

June 10, 2026 · 27 min

About this episode

Mike discusses common small business tax mistakes and answers questions from business owners.

Small tax mistakes can cost you thousands, even when you think you’re doing everything right. From missing a filing deadline to misunderstanding how a deduction works, small errors can quickly turn into penalties, lost deductions, and a higher tax bill. In this episode, Mike answers real tax questions from small business owners covering gambling losses, BOI reporting, moving an S corporation to another state, the Augusta Rule, HSAs, late 1099s, estimated tax penalties, startup expenses, vehic...

People in this episode

Host: Mike Jesowshek

Topics covered

Keywords

Mentioned in this episode

Organizations: S corporation, HSAs, Augusta Rule, BOI, 1099s

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