You can't save your way to your dream life anymore. The truth is, you’re gonna need to learn to make more money. The Travis Makes Money Podcast is not your typical personal finance show. Rather than shaming you for buying a Starbucks coffee or pressuring you to become a billionaire, we focus on empowering you to make more money so you can enjoy life today while preparing for your future. You don’t have to cut back so much that you miss out on the present, and you don’t need to become the next Jeff Bezos either. Hosted by veteran podcaster Travis Chappell, each daily episode features interviews with regular people just like you – yes, you – who have learned how to make more money in unique and unconventional ways. From turning side hustles into an extra six figures to building massive business empires, these conversations dive into the mindset shifts, hard-earned lessons, and simple strategies that helped these individuals succeed. With over 1,000 podcast episodes under his belt, Travis has developed a unique ability to pull out inspiring stories and practical advice you can apply to your own financial journey that you just won’t hear anywhere else. Whether you’re looking for strategies on side hustles, skill building, investing, building generational wealth, or just motivation to take your next steps, this podcast is your resource. Tune in daily for insights, actionable tips, and inspiration from some of the most successful and interesting money-makers on the planet.
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You can't save your way to your dream life anymore. The truth is, you’re gonna need to learn to make more money. The Travis Makes Money Podcast is not your typical personal finance show. Rather than shaming you for buying a Starbucks coffee or pressuring you to become a billionaire, we focus on empowering you to make more money so you can enjoy life today while preparing for your future. You don’t have to cut back so much that you miss out on the present, and you don’t need to become the next Jeff Bezos either. Hosted by veteran podcaster Travis Chappell, each daily episode features interviews with regular people just like you – yes, you – who have learned how to make more money in unique and unconventional ways. From turning side hustles into an extra six figures to building massive business empires, these conversations dive into the mindset shifts, hard-earned lessons, and simple strategies that helped these individuals succeed. With over 1,000 podcast episodes under his belt, Travis has developed a unique ability to pull out inspiring stories and practical advice you can apply to your own financial journey that you just won’t hear anywhere else. Whether you’re looking for strategies on side hustles, skill building, investing, building generational wealth, or just motivation to take your next steps, this podcast is your resource. Tune in daily for insights, actionable tips, and inspiration from some of the most successful and interesting money-makers on the planet.
Sean O’Brien is a serial entrepreneur, Shark Tank alum, and founder of Swingzy, a golf training tool designed to help players make smoother, more consistent swings. He’s also the former CTO and CMO of Autio, a venture-backed startup co-founded by Kevin Costner and supported by major brands like Camping World and Snapchat. Known for turning down one of the biggest offers in Shark Tank history, Sean has built and sold multiple companies while staying at the forefront of tech, marketing, and product innovation.
On this episode we talk about:
How Sean turned rejection from Goldman Sachs into his first million-dollar business
The wild story behind his eight-figure company that started with a beach chair in storage
The mindset shift that turns rejection into motivation
How he landed the Entrepreneur Magazine cover by sheer persistence
Working with Kevin Costner and other celebrity partnerships
The creation and growth of Swingzy and its impact on the golf industry
Top 3 Takeaways
Rejection can be your greatest motivator—if you use it as fuel instead of failure.
Execution always outweighs ideas; what matters is taking consistent, bold action.
Reinvention is the key to long-term success—keep evolving with each new opportunity.
Notable Quotes
“If you get rejected, your job is to make the people who passed on you look stupid. That’s the fuel.”
“Ideas are worthless until you execute. Everyone’s got a million-dollar idea, but almost no one acts.”
“Every setback I’ve ever had eventually turned into my biggest opportunity.”
Connect with Sean O’Brien:
X – https://x.com/gatsby
LinkedIn — https://www.linkedin.com/in/seanob
Company — https://www.swingzy.com
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Travis Makes Money
You can't save your way to your dream life anymore. The truth is, you’re gonna need to learn to make more money. The Travis Makes Money Podcast is not your typical personal finance show. Rather than shaming you for buying a Starbucks coffee or pressuring you to become a billionaire, we focus on empowering you to make more money so you can enjoy life today while preparing for your future. You don’t have to cut back so much that you miss out on the present, and you don’t need to become the next Jeff Bezos either. Hosted by veteran podcaster Travis Chappell, each daily episode features interviews with regular people just like you – yes, you – who have learned how to make more money in unique and unconventional ways. From turning side hustles into an extra six figures to building massive business empires, these conversations dive into the mindset shifts, hard-earned lessons, and simple strategies that helped these individuals succeed. With over 1,000 podcast episodes under his belt, Travis has developed a unique ability to pull out inspiring stories and practical advice you can apply to your own financial journey that you just won’t hear anywhere else. Whether you’re looking for strategies on side hustles, skill building, investing, building generational wealth, or just motivation to take your next steps, this podcast is your resource. Tune in daily for insights, actionable tips, and inspiration from some of the most successful and interesting money-makers on the planet.
