SOLO | Make Money by Avoiding the Biggest Mistakes I Made as an Entrepreneur episode artwork

EPISODE · Feb 16, 2026 · 25 MIN

SOLO | Make Money by Avoiding the Biggest Mistakes I Made as an Entrepreneur

from Travis Makes Money · host Travis Chappell

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.” Travis Makes Money is made possible by High Level – the All-In-One Sales & Marketing Platform built for agencies, by an agency. Capture leads, nurture them, and close more deals—all from one powerful platform. Get an extended free trial at gohighlevel.com/travis Learn more about your ad choices. Visit megaphone.fm/adchoices

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.” Travis Makes Money is made possible by High Level – the All-In-One Sales & Marketing Platform built for agencies, by an agency. Capture leads, nurture them, and close more deals—all from one powerful platform. Get an extended free trial at gohighlevel.com/travis Learn more about your ad choices. Visit megaphone.fm/adchoices

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SOLO | Make Money by Avoiding the Biggest Mistakes I Made as an Entrepreneur

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How long is this episode of Travis Makes Money?

This episode is 25 minutes long.

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This episode was published on February 16, 2026.

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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...

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