Selling Your Business | Lessons From Those Who've Done It

On this special episode, we bring together real conversations with founders and leaders who have built, scaled, and successfully exited their businesses. From early-stage ambition to the final signature, this episode explores what the journey actually looks like behind the scenes.

You'll hear honest reflections on the realities of selling, from the pressure of due diligence and deal fatigue, to the emotional weight of stepping away from something you've spent years building. These are stories of resilience, tough decisions, timing, and the often-overlooked question: What comes next?

Whether you're actively planning an exit, thinking about succession, or simply curious about what the future could look like, this episode offers valuable perspective from those who've been through it.

If you found this useful, subscribe, leave a review, and share it with someone who's on their own business journey.

 

What The Episode Covers

  • Why selling a business is more complex than expected

  • The reality of due diligence and deal fatigue

  • Managing emotions during the exit process

  • The importance of having the right advisors around you

  • Knowing when the time is right to exit

  • Understanding "how much is enough" financially

  • Building a business that operates without the founder

  • The impact of exit on identity and personal life

  • Choosing the right buyer, not just the highest offer

  • Life after exit and transitioning into the next phase

Chapters

00:00 – Introduction

01:10 – Brian Parker 

08:20 – Jimmy & Suzie's Iced Coffee

15:48 - Anthony Woodhouse

18:59 - Lincoln New

25:32 - Declan O'Toole

42:23 - Final Reflections

 

Show Notes

On this special episode, we bring together real conversations with founders and leaders who have built, scaled, and successfully exited their businesses. From early-stage ambition to the final signature, this episode explores what the journey actually looks like behind the scenes.

You'll hear honest reflections on the realities of selling, from the pressure of due diligence and deal fatigue, to the emotional weight of stepping away from something you've spent years building. These are stories of resilience, tough decisions, timing, and the often-overlooked question: What comes next?

Whether you're actively planning an exit, thinking about succession, or simply curious about what the future could look like, this episode offers valuable perspective from those who've been through it.

If you found this useful, subscribe, leave a review, and share it with someone who's on their own business journey.

What The Episode Covers
  • Why selling a business is more complex than expected

  • The reality of due diligence and deal fatigue

  • Managing emotions during the exit process

  • The importance of having the right advisors around you

  • Knowing when the time is right to exit

  • Understanding "how much is enough" financially

  • Building a business that operates without the founder

  • The impact of exit on identity and personal life

  • Choosing the right buyer, not just the highest offer

  • Life after exit and transitioning into the next phase

Chapters

00:00 – Introduction

01:10 – Brian Parker

08:20 – Jimmy & Suzie's Iced Coffee

15:48 - Anthony Woodhouse

18:59 - Lincoln New

25:32 - Declan O'Toole

42:23 - Final Reflections

Evolve to Succeed

Insightful conversations with founders, entrepreneurs and business leaders, exploring the link between personal and business success. Evolve is a UK-...

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