Success, Setbacks, and Second Chances: Brian Keegan on Scaling Big and Exiting with Purpose #87

2025-04-28

In this episode of the Inner Entrepreneur Podcast Brian Keegan shares his entrepreneurial journey, after experiencing significant setbacks. Brian highlights the importance of mentorship, the challenges faced during business growth, and the significance of planning for a business exit. He also discusses his current work in helping other entrepreneurs plan their exits and find purpose post-sale. The episode is filled with personal anecdotes, practical advice, and insights aimed at entrepreneurs at various stages of their business...

In this episode of the Inner Entrepreneur Podcast Brian Keegan shares his entrepreneurial journey, after experiencing significant setbacks.

Brian highlights the importance of mentorship, the challenges faced during business growth, and the significance of planning for a business exit. He also discusses his current work in helping other entrepreneurs plan their exits and find purpose post-sale. The episode is filled with personal anecdotes, practical advice, and insights aimed at entrepreneurs at various stages of their business journey.

00:00 Welcome to the Inner Entrepreneur Podcast

00:23 Brian Keegan's Early Life and Family Business

01:30 Challenges and Setbacks in Business

02:12 Entering the Insurance and IT Industry

04:00 Founding 360: The One-Stop Shop

04:25 The Rise and Fall of 360

06:41 Rebuilding After the Downfall

08:03 Mentorship and Learning from Mistakes

15:29 The Importance of Good Counsel

19:45 The Road to Recovery and Success

24:22 Life Lessons and Moving Forward

30:11 Returning to Ireland and Family Life

32:22 Revisiting London and Old Classmates

32:42 Life After Business Exit

33:51 The Importance of Planning Your Exit

35:26 Challenges and Strategies in Selling a Business

36:34 Entering the Exit Planning Space

38:25 Acquisition Entrepreneurship

40:35 Creating a Saleable Business

43:23 The Value of Entrepreneurial Support

46:29 The Importance of Purpose Post-Exit

54:09 Encouraging the Next Generation of Entrepreneurs

58:08 Conclusion and Final Thoughts

https://planyourexit.ie/

https://coaches.scalingup.com/coaches/brian-keegan

Paul Ryan is an entrepreneur, 8 figure business owner, mentor, podcaster and creator of the 1-Hour CEO Mastermind. As a CEO, Paul has a depth of 'real life' experience of what it takes to be successful in business and life.

Connect with the host:

https://www.theonehourceo.com/home-page1732573631830

https://www.linkedin.com/in/paul-ryan-9a98774/

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