The HARDEST Part of SUCCESSION Planning

The HARDEST Part of SUCCESSION Planning

June 2, 2026 · 11 min · Season 1 · Episode 5

About this episode

This episode discusses the personal challenges business owners face in succession planning.

The numbers are ready. The structure is in place. Your team is ready. So why can't you move forward? In this episode of Legacy: The Business Succession Podcast, host Jared Pilon of Legacy Accounting LLP addresses the part of succession planning that rarely gets talked about: the personal side. For most business owners, the biggest barrier to a successful transition is not the tax structure or the deal mechanics. It is the challenge of stepping away from something that has defined their identi...

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