Ever felt like you’re hustling so hard that you’re slowly burning out—but you keep pushing because that’s what entrepreneurs are “supposed” to do?
In this episode of the Happy Hustle Podcast, I sit down with Jesse’s Fireside Chat, and I share my personal story of burnout, reinvention, and building what I now call The Happy Hustle.
We dive into the turning point in my life when I walked away from a high-flying tech startup career in New York City, with big VC backing, partnerships with giants like Microsoft and IBM, and a public exit on the horizon because deep down, I was empty.
I was “successful” on paper but completely out of alignment: no sleep, no joy, and relationships falling apart. That decision to say “no” and pivot to a life in harmony was the seed that grew into The Happy Hustle, a bestselling book, top 0.5% podcast, and thriving community that now helps purpose-driven entrepreneurs systematically harmonize ambition and well-being.
In this conversation, Jesse and I talk about what it really takes to recognize burnout, the lessons I learned rebuilding my life in Bangkok, and the tools I now share with others through masterminds, events, and the S.O.U.L.M.A.P.P.I.N’ system. It’s real, raw, and hopefully relatable for anyone who’s grinding without fulfillment.
Here are a few of the big takeaways you’ll hear in this episode:
Burnout is a signal, not a badge of honor. Recognizing the stress, anxiety, and overwhelm for what it is can be the first step toward change.
Commit to the process, not the stats. I promised myself 200 podcast episodes, no matter who listened and that discipline became the foundation of the show’s success.
Balance requires intention. The S.O.U.L.M.A.P.P.I.N’ framework is my personal operating system for staying aligned.
Community is the cure for isolation. Masterminds and retreats aren’t just events—they’re powerful spaces to be vulnerable, connect, and grow with like-minded entrepreneurs.
Good and done beats perfect and never finished. Whether it’s publishing a book, launching a business, or making a big pivot, action trumps perfection every time.
If you’ve ever wondered how to build a business without sacrificing your health, relationships, or joy, this episode will hit home.
Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured
Get a free copy of his new book, The Happy Hustle, 10 Alignments to Avoid Burnout & Achieve Blissful Balance https://www.thehappyhustle.com/book
Sign up for The Journey: 10 Days To Become a Happy Hustler Online Coursehttps://thehappyhustle.com/thejourney/
Apply to the Montana Mastermind Epic Camping Adventurehttps://thehappyhustle.com/mastermind/
“It’s time to Happy Hustle, a blissfully balanced life you love, full of passion, purpose, and positive impact!”
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