EPISODE 29

Criminal Past, Legendary Future with Keegan Caldwell

About the Episode

How do you rebuild a life when everything has fallen apart? In this powerful conversation, Marcus chats with Keegan Caldwell, whose journey reads like a testament to the human spirit rising from addiction, legal battles, and self-doubt to founding a global law firm without ever stepping foot in law school. Keegan shares the turning points that reshaped his soul, the quiet force of discipline, and how service to others anchored his new beginning. If you’ve ever wondered whether redemption is possible, this story will reignite your belief in second chances and the greatness within yourself.

Dr. Keegan Caldwell is the Founder and Global Managing Partner of Caldwell, a leading international law firm. Once battling addiction and adversity, he transformed his story into one of resilience, leadership, and service. Today, he stands as a trusted advisor to global innovators, a living reminder that even the heaviest pasts can forge the brightest futures.

 

Episode highlights:
[0:00] Intro
[3:18] Substance abuse and early struggles
[6:59] Joining the Marines for structure
[8:41] Post-service setbacks and legal troubles
[15:50] Rock bottom moment in Michigan
[22:00] 12-step recovery and rebuilding life
[24:24] Returning to school at 26
[28:27] Why Keegan chose a PhD
[36:04] From the patent office to founding a firm
[43:11] Common myths about IP law
[47:36] Mentorship, fatherhood, and leadership
[51:01] Outro

Connect with Keegan Caldwell

Transcript

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