1. EachPod

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

Author
Paul Ryan
Published
Mon 28 Apr 2025
Episode Link
https://theinnerentrepreneur.podbean.com/e/success-setbacks-and-second-chances-brian-keegan-on-scaling-big-and-exiting-with-purpose-87/

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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