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Business Insights

Business Insights

Bonus: Tax Planning Strategies for Business Owners

Mar 18, 2026 · 20m

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About this episode

Are you leaving money on the table because of poor tax planning — or worse, setting yourself up for an unexpected Medicare or IRS surprise? In this episode of Sterling Insights , Tracy McCary sits down with Dana Lashbaugh, CPA and Owner of The CPA Group , a tax strategist specializing in business owners earning between $2M–$20M in revenue. Together, they explore proactive tax planning for business owners and retirees, sharing valuable insights and practical strategies that go far beyond basic tax preparation. Dana draws from his extensive experience in public accounting and as a former controller to discuss Roth conversions, IRMAA planning, 1099 estimated tax mistakes, succession planning,…