
The 5 Succession Mistakes That Cost Business Owners
From Legacy: The Business Succession Podcast by Jared Pilon
May 19, 2026 · 14 min · Season 1 · Episode 4
About this episode
Jared Pilon discusses the five common succession planning mistakes that can negatively impact business transitions.
Most succession planning failures are not technical; they’re behavioural. And they are avoidable if you know what to look for. In this episode of Legacy: The Business Succession Podcast, Jared Pilon of Legacy Accounting LLP walks through the five most common succession planning mistakes business owners make. Each mistake on its own is manageable. Together, they can quietly erode business value, compress your options, and turn a well-intentioned transition into a costly, stressful event. What ...
People in this episode
Host: Jared Pilon
Topics covered
- succession planning
- business mistakes
- business value
- transition
- behavioral failures
Keywords
- succession planning
- business owners
- mistakes
- transition
- value erosion
Mentioned in this episode
Organizations: Legacy Accounting LLP
More episodes of Legacy: The Business Succession Podcast
- The HARDEST Part of SUCCESSION Planning · June 2, 2026 · 11 min
- Why Five Years Isn't Enough Time to Plan Your Business Exit · May 5, 2026 · 10 min
- An Exit Plan is Not a Succession Plan (& vice versa) · April 21, 2026 · 9 min
- Your Business Exit WILL Happen. Will You PLAN or PANIC? · April 7, 2026 · 10 min
- What They Don't Tell You About Business Exit Planning · March 3, 2026 · 37 min
- Save 100+ Hours Every Month With AI | EP060 · February 3, 2026 · 45 min
Explore listener stats, chart rankings, contacts and more on the Legacy: The Business Succession Podcast podcast page.