
Planning Ahead: Tax Strategy for Founder-Led Exits
From Insights by Candor Advisors by Kirk Michie
May 7, 2026 · 2 min · Season 1 · Episode 300
About this episode
Kirk Michie discusses the tax implications and planning considerations for founders selling their businesses.
Selling a business is not just a valuation exercise. It is also a tax planning event that can dramatically affect how much money a founder actually keeps after closing. In this episode, Kirk Michie walks through the role CPAs, investment bankers, and estate planning professionals play during founder-led exits. The discussion covers capital gains taxes, rollover equity, transaction timing, state tax exposure, and why founders should avoid making assumptions too early in the process.
People in this episode
Host: Kirk Michie
Topics covered
- tax strategy
- founder-led exits
- business selling
- capital gains taxes
- transaction timing
Keywords
- tax planning
- founder exits
- capital gains
- rollover equity
- state tax exposure
Mentioned in this episode
Organizations: CPAs, investment bankers, estate planning professionals
More episodes of Insights by Candor Advisors
- The Net Working Capital Peg for Founders · June 12, 2026 · 2 min
- Is Your Business a Qualified Small Business? The Section 1202 Tax Windfall · June 1, 2026 · 2 min
- RWI vs. Escrow: How to Keep More Cash at Closing Without the Risk · May 28, 2026 · 3 min
- The TSA Checklist: Defining Your Post-Sale Role Before You Sign · May 14, 2026 · 2 min
- Platform vs. Add-On Acquisitions: How Private Equity Decides Your Valuation Multiple · May 7, 2026 · 6 min
- Q1 2026 M&A Market Update: Why Buyers Are Getting Pickier · May 7, 2026 · 6 min
Explore listener stats, chart rankings, contacts and more on the Insights by Candor Advisors podcast page.