SOLO | Make Money by Avoiding the Biggest Mistakes I Made as an Entrepreneur
After releasing over 1,500 podcast episodes and interviewing more than 1,000 entrepreneurs, creators, and thinkers, Travis Chappell takes a step back for a solo episode—sharing what he would stop doing immediately if he had to start over.
On this episode of Travis Makes Money, Travis gets candid about the habits and decisions that cost him years of progress, hundreds of thousands in missed opportunity, and unnecessary stress. From comparing himself to others and punishing himself for failure, to avoiding marketing and neglecting his health, this episode is a raw look at the lessons that only come from experience.
If you’re building a business, chasing big goals, or simply trying to become a better version of yourself, this conversation will help you recognize common traps—and avoid wasting time the way Travis did early on.
On this episode we talk about:
Why comparing yourself to others quietly destroys momentum
How beating yourself up after failures can cost you years of progress
The importance of stepping back up to the plate after setbacks
Why Travis avoided marketing—and how much it likely cost him
The wake-up call that forced him to finally take his health seriously
How selling investments too early led to massive missed equity
Learning when to out-hustle financial pressure instead of cashing out assets
Top 3 Takeaways
Failure only becomes permanent when you stop trying—learn fast and keep moving.
If there’s a skill standing between you and your goals, avoiding it only delays success.
Short-term comfort can cost long-term wealth—protect your investments whenever possible.
Notable Quotes
“You don’t have to bench yourself just because you struck out.”
“You either win or you learn—there is no failure.”
“Stop avoiding the thing you know is the unlock.”
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