Bonus: The Tax Planning Mistake That Costs Thousands

Bonus: The Tax Planning Mistake That Costs Thousands

July 10, 2026 · 32 min

About this episode

This episode discusses the importance of proactive tax planning for business owners to protect their wealth and prepare for major financial events.

Most business owners spend years building wealth but very little time planning how to protect it. Guest host Ken May sits down with David Spellman , Director of Spellman Capital Strategies, to discuss why proactive tax planning can make the difference between keeping more of what you've earned or giving away far more than necessary. David explains why waiting until tax season is often too late and shares practical strategies for business owners preparing for retirement, selling a business, real estate transactions, or other major financial events. He also discusses succession planning, liquidity, retirement strategies, estate planning, and why your financial team should work together instead of operating in silos. Whether you're years away from retirement or preparing for a major transition today, this episode offers valuable insights to help you plan ahead with confidence. In this episode: Why tax planning should happen long before tax filing Common financial blind spots business owners overlook How to prepare for selling a business or appreciated assets Strategies that may reduce capital gains taxes Why succession planning increases business value The importance of building…

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