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Travis Chappell has recorded over 1,400 podcast episodes, sold his company Guest.io, and built a thriving personal brand—but his journey started with slammed doors, guns behind screens, and learning to handle rejection at scale.
In this conversation, we dig into:
• How door-to-door sales became the foundation for everything he built
• The moment he left his fundamentalist religious upbringing to find his own path
• Why he launched two separate podcasts (and when you should split your content)
• The real relationship between personal branding and business success
• What actually works in podcasting after 1,400+ episodes
• Why introverts might have a superpower in sales (and life)
• Building community vs. building audience—and why it matters
This isn’t a highlight reel. It’s a real conversation about finding yourself, handling failure, making payroll when you’re terrified, and building something meaningful on your own terms.
If you’ve ever felt stuck between who your parents want you to be and who you actually are, or if you’re trying to figure out how to turn rejection into resilience—this one’s for you.
TIMESTAMPS:
0:00 - Intro: Big dreams and taking swings
3:45 - The Mexican American baseball league story
8:29 - How door-to-door sales changed everything
16:49 - Getting guns pulled, doors slammed, and learning resilience
21:45 - Leaving the fundamentalist church
27:16 - Starting a podcast: the authentic approach
35:38 - Elder millennials getting back into skateboarding (and life)
42:08 - The mirror moment: choosing your own path over your parents’ expectations
48:32 - Self-development and learning outside of school
52:28 - Personal branding in the age of AI
56:54 - Rock stacking communities and niche content
59:09 - What Travis is building next
CONNECT WITH TRAVIS:
🎙️ Podcasts: Travis Makes Friends & Travis Makes Money
💻 Podcast Coaching: travischappell.com/coaching
📺 YouTube: @TravisChappellPodcast
Connect with Me! 👋
Linktree: https://linktr.ee/Airventurehostingco
Website: https://therealjessevasquez.com/
By Jesse Vasquez5
88 ratings
Travis Chappell has recorded over 1,400 podcast episodes, sold his company Guest.io, and built a thriving personal brand—but his journey started with slammed doors, guns behind screens, and learning to handle rejection at scale.
In this conversation, we dig into:
• How door-to-door sales became the foundation for everything he built
• The moment he left his fundamentalist religious upbringing to find his own path
• Why he launched two separate podcasts (and when you should split your content)
• The real relationship between personal branding and business success
• What actually works in podcasting after 1,400+ episodes
• Why introverts might have a superpower in sales (and life)
• Building community vs. building audience—and why it matters
This isn’t a highlight reel. It’s a real conversation about finding yourself, handling failure, making payroll when you’re terrified, and building something meaningful on your own terms.
If you’ve ever felt stuck between who your parents want you to be and who you actually are, or if you’re trying to figure out how to turn rejection into resilience—this one’s for you.
TIMESTAMPS:
0:00 - Intro: Big dreams and taking swings
3:45 - The Mexican American baseball league story
8:29 - How door-to-door sales changed everything
16:49 - Getting guns pulled, doors slammed, and learning resilience
21:45 - Leaving the fundamentalist church
27:16 - Starting a podcast: the authentic approach
35:38 - Elder millennials getting back into skateboarding (and life)
42:08 - The mirror moment: choosing your own path over your parents’ expectations
48:32 - Self-development and learning outside of school
52:28 - Personal branding in the age of AI
56:54 - Rock stacking communities and niche content
59:09 - What Travis is building next
CONNECT WITH TRAVIS:
🎙️ Podcasts: Travis Makes Friends & Travis Makes Money
💻 Podcast Coaching: travischappell.com/coaching
📺 YouTube: @TravisChappellPodcast
Connect with Me! 👋
Linktree: https://linktr.ee/Airventurehostingco
Website: https://therealjessevasquez.com/

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