The 5 Succession Mistakes That Cost Business Owners

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

Explore listener stats, chart rankings, contacts and more on the Legacy: The Business Succession Podcast podcast page.