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Why Five Years Isn't Enough Time to Plan Your Business Exit

Why Five Years Isn't Enough Time to Plan Your Business Exit

Released Tuesday, 5th May 2026
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Why Five Years Isn't Enough Time to Plan Your Business Exit

Why Five Years Isn't Enough Time to Plan Your Business Exit

Why Five Years Isn't Enough Time to Plan Your Business Exit

Why Five Years Isn't Enough Time to Plan Your Business Exit

Tuesday, 5th May 2026
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When should you actually start planning your business exit?

Most business owners assume the answer is five years before retirement. In practice, that timeline is almost always too late.

In this episode of Legacy: The Business Succession Podcast, host Jared Pilon of Legacy Accounting LLP addresses one of the most common questions business owners ask when they first begin thinking about succession — when should planning actually start? The answer, backed by real-world experience, is almost always earlier than expected. 

What You'll Learn in This Episode: 

  • Why the "five years before retirement" assumption leaves business owners underprepared 
  • How corporate structure and tax planning require years of advance preparation 
  • Why leadership development and reducing founder dependency take time, not transactions 
  • The one question every business owner should be asking themselves right now

If you've built something meaningful, it deserves a transition that is thoughtful, gradual, and entirely on your terms, not one forced by circumstance.

Download Legacy’s Business Succession Planning eBook on our website to begin evaluating your readiness and start the right conversations today. 

https://www.legacyllp.ca/resources/ebooks/business-succession-planning-canada

Find us at:

https://www.legacyllp.ca/

reception@legacyllp.ca

Timestamps:

00:00 Kicking off the episode

00:40 When you should plan your exit

01:58 Corporate structure 

02:48 Leadership development

03:58 Governance and communication

05:19 Business value

06:30 Your personal identity

08:38 3 Practical Takeaways

09:34 Wrapping it up

#BusinessExitPlanning #SuccessionPlanning #BusinessValue

________________________________________

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