Different Hats Podcast

100 Conversations on Success: What it REALLY means to be Successful


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Welcome to the 100th episode of my Different Hats Podcast! In this milestone conversation, I open up about my personal journey to redefine success—beyond wealth, fame, and social status. I share the stark realities of how traditional “success” metrics can weigh heavily on our mental health, including the fact that nearly 60% of suicides are tied to financial or economic pressures.


At one point, I truly believed success was measured by money. When I fell short of the financial milestones I had set for myself, I spiraled into self-doubt and despair, feeling as though I’d let my family down. But through my own struggles—and the powerful insights from 99 prior interviews with entrepreneurs, Olympians, multimillionaires, athletes, local business owners, and authors—I discovered a new path forward.


In this episode, you’ll hear the transformative lessons I’ve learned, showing how meaningful relationships, authenticity, and well-being can guide us toward deeper, more genuine fulfillment. We’ll explore why valuing presence over productivity, inner peace over income, and love over luxury can reshape both our goals and our mental health.

If you’ve ever questioned whether traditional measures of achievement truly serve you, I hope this heartfelt episode inspires you to challenge the status quo and define success on your own terms—in ways that nourish your life rather than drain it.


Key Topics:

  • My journey from financial failure to a more fulfilling definition of success
  • How societal pressures and mental health struggles can be intertwined
  • Fostering meaningful relationships, growth, and a sense of purpose
  • Embracing authenticity, presence, and small daily joys


Thank you for joining me on this 100th episode celebration! I can’t wait for you to hear these stories and be part of a movement that values compassion and genuine connection above all else.


Don’t forget to likesubscribe, and comment with your own definition of success—I’d love to hear your thoughts!


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Special Thanks to The Creative Team Behind the 100th Episode


Jamarl Billy

Kevan Smith

Howie McConnell

Gareth Kemp

Mary Kemp



Special Thanks to Our Sponsors


  • Search Seven
  • Plus X
  • Rubix VT
  • Rivervale

Produced By


  • H2 Productions Ltd

Hosted on Acast. See acast.com/privacy for more information.

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Different Hats PodcastBy Sam Thomas


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