How to MONETIZE a Podcast in 2025 and Build a Life You Love with Founder and CEO of Guestio, Podcaster, Travis Chappell
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Have you ever felt like you’re doing all the right things—posting consistently, grinding day in and day out, hustling hard—but still not getting the traction you hoped for?
Maybe you’ve thought about starting a podcast or launching a business, but the road ahead feels foggy, full of risk, and just plain overwhelming. If you’re nodding your head, then this episode of The Happy Hustle Podcast is about to be your new favorite listen.
In this episode, I had the pleasure of sitting down with Travis Chappell—a seasoned entrepreneur, top-ranked podcaster, and founder and CEO of Guestio, a platform that helps podcasters and content creators book high-level guests easily. Travis has built a name for himself in the podcasting space, and now he’s making bold moves into brick-and-mortar businesses. What’s interesting is that instead of chasing flashy, high-risk startups, Travis is leaning into stable, “boring” business models—and turning them into serious cash machines. Yeah, we’re talking laundromats, self-storage, and other “unsexy” businesses that work.
We covered a lot of ground in this convo—from the current state of podcasting to monetization strategies, to AI’s impact on the workforce, to navigating the challenges of fatherhood and entrepreneurship. Travis doesn’t sugarcoat anything. He talks about the reality of building a podcast and why consistency alone isn’t enough. He opens up about his journey, including the lessons learned from his time building Guestio, and why he decided to pivot toward more predictable businesses.
One major theme that stood out in our chat is that podcasting is still in its infancy. Despite the growth we’ve seen in recent years, there’s still room to make a mark—if you’re willing to commit. Travis and I agreed: consistency is just the entry fee. You’ve got to commit to getting better over time, treating your show like a business, and playing the long game. Travis shared that when he started, he made a non-negotiable commitment to release three interviews per week for two years—no questions asked. That level of dedication is what separates the dabblers from the doers.
When it comes to monetizing your podcast, Travis simplified it in a way that cuts through all the noise. There are only two ways: sell your stuff, or sell someone else’s. Whether it's your products, courses, services—or affiliate offers and sponsorships—you have to get clear on which direction you're headed. Stop waiting for downloads to magically turn into dollars. Build an offer, create value, and promote it intentionally.
But perhaps the most refreshing part of our conversation was Travis’s take on where real business opportunity lies today. We’re in a world obsessed with innovation, yet Travis is proving that tried-and-true models are often the fastest way to freedom. Think about it: buying a small business with steady cash flow, minimal competition, and low bankruptcy rates? That’s a way smarter play than risking everything on a flashy startup. And with tools like AI entering the scene, you can now make those traditional businesses even more efficient. Automate the boring stuff. Lower your costs. Increase margins. Scale smart.
We also got real about personal life—especially the pressure to “do it all.” As dads and entrepreneurs, it’s easy to feel guilty. Guilty when you’re working and not with your kids. Guilty when you’re home and not grinding. But as Travis shared so powerfully: wherever you are, be there. If you’re with your family, be fully present. Don’t be glued to your phone. And if you’re working, be focused without regret. Balance isn’t about perfect harmony—it’s about intentionality and owning your cycles of focus.
So if you’ve been on the fence about starting a podcast, launching a new venture, or rethinking how you spend your time, this episode is a must-listen. Travis delivers practical wisdom, honest advice, and a refreshing perspective that’ll challenge how you view success.
In this episode, we cover:
The State of Podcasting: Is It Too Late to Start?
Common Mistakes New Podcasters Make
Monetizing Your Podcast: Strategies and Insights
The Value of Podcasting Beyond Monetization
Guestio: The Journey and Lessons Learned
Transitioning from Tech to Brick and Mortar Businesses
Advice for Young Entrepreneurs: Starting Smart
The Importance of Timing in Selling a Business
Final Thoughts and Reflections on Entrepreneurship
Identifying Opportunities in Boring Businesses
The Role of Technology in Business Innovation
The Impact of AI on Industries
Navigating Fatherhood and Entrepreneurship
The Essence of Happy Hustling
What does happy Hustlin mean to you?
Travis says it's not putting off happiness for some elusive future date in the guise of pursuing status now. think, I think just too many people think that it's like, well, I'll worry about happiness once I'm done with this thing. Or once I, once I have 10 million in the bank, then I'll worry about happiness. And it's like, well, that's not exactly how happiness is.
Connect with Travis
https://www.instagram.com/travischappell/
https://www.linkedin.com/in/travischappell/
https://twitter.com/traviscchappell
https://www.facebook.com/traviscchappell
https://www.youtube.com/channel/UC0ex2Vz6Jj9cTSiHy7KTICA
Find Travis on this website: https://travischappell.com/
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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