How far would you go to reclaim your life?In this transformative, heart-on-sleeve interview, Jerry Dugan peels back the curtain on his bold escape from corporate leadership into the uncertain but exhilarating world of creative entrepreneurship. With raw honesty, Jerry shares the moment he realized success was a golden cage, how his family catalyzed his leap, and why reinventing yourself demands both courage and vulnerability. If you’ve ever questioned the path you’re on, this episode is for you.
What You'll Learn:
The emotional toll of “golden handcuffs”—and the price of freedom
How a single conversation at home can change your entire life trajectory
Three mentors’ uncanny advice that pointed Jerry to his true calling
The struggle to build a business from scratch (and why the right “why” matters)
Powerful lessons on identity, letting go, and crafting a life on your terms
Timestamps:
[0:00] Full Circle Moments: Jerry Returns—The Backstory Behind the Leap
[2:00] “Put Yourself In a Prison”—The Real Cost of Corporate Success
[7:45] Three Conversations That Changed Everything—Listening Between the Lines
[10:00] Building ‘Beyond the Rut’: From Podcasting to Publishing
[12:00] Burnout, Blessings, and Saying No to the Wrong “Yes”
[15:30] The Uber Chapter: Reinventing, Recharging, and Rethinking What’s Next
[20:00] Lessons from Dune & Beyond—Leadership, Identity, and Curiosity Unleashed
Guest Links:
Website: https://beyondtherut.com/
LinkedIn: https://www.linkedin.com/in/jerrydugan/
Instagram: https://www.instagram.com/jerrydugan/
Book: “Beyond the Rut” – https://amzn.to/yourbooklink
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