The Happy Hustle Podcast

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The Hedonic Treadmill: Why More Money, Followers & Success Never Feel Enough with Cary Jack

May 29, 2026

Ever feel like no matter what you achieve, it's never quite enough? You hit the goal, get the thing, close the deal, and then almost immediately your brain moves the target again. You're not lazy. You're not ungrateful. You're just infected. And in this episode, we talk about exactly that. In this solo episode of The Happy Hustle Podcast, I break down what I call the More Disease, the hedonic treadmill that keeps high achievers stuck in a cycle of wanting more money, more followers, more stuf...

How to Bootstrap a Multi-Million Dollar Outdoor Brand (WITHOUT Investors or Burnout) with Founder & President of Outdoor Vitals, Tayson Whittaker

May 26, 2026

What if the key to building something truly great wasn't perfect balance, but the courage to be temporarily out of it? That question hit me hard in this week's conversation, and I think it's going to hit you the same way. This episode of the Happy Hustle Podcast is one of those conversations that just fires you up from start to finish. My guest is Tayson Whitaker, founder and president of Outdoor Vitals, a performance ultralight backpacking company he started at just 23 years old with $500 in...

10 Eight-Figure Founders. 1 Money Question. The Answers Could Make You Wealthy with Cary Jack

May 22, 2026

What if you could sit across from 10 of the most successful entrepreneurs alive, ask them one money question, and actually get a straight answer? No fluff, no sales pitch, just the real stuff. That's exactly what I did, and honestly, what came out of it might change the way you think about money forever. This episode is a mashup of some of the most powerful financial wisdom I've ever collected on The Happy Hustle Podcast. Over time, I asked 10 incredible guests two simple questions. What does...