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In this solo episode, Travis Chappell shares hard-earned lessons from nearly a decade in podcasting, thousands of interviews, and deep personal reflection. Drawing from both his own experiences and insights gathered from top performers, Travis breaks down why self-care isn’t selfish—it’s essential. He opens up about the internal struggles that come with ambition and offers practical ways to build a healthier relationship with yourself so you can show up better in business and in life.
On this episode we talk about:
Top 3 Takeaways
Notable Quotes
Connect with Travis Chappell:
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Ready to rethink how—and when—to make the ask in your relationships? In this powerful preview from Travis Makes Friends, Travis Chappell sits down with entrepreneur and recovery advocate Darren Prince to break down one of the most misunderstood aspects of networking: how to ask for help without damaging trust.
Darren pulls back the curtain on what it really means to build “relationship capital” with high-level people—and why most people get it completely wrong. While the common advice is to always give and never ask, Darren explains that the timing and intent behind the ask is what actually matters. He shares how he’s built relationships with some of the biggest names in business and sports by being hyper-aware of people’s time, never forcing opportunities, and treating relationships like an unspoken bank account—where deposits must far outweigh withdrawals.
You’ll hear why Darren almost never “leverages” his network for personal gain, how he distinguishes between meaningful causes and business opportunities, and why authenticity is the ultimate filter in any interaction. From subtle missteps—like asking too soon—to the long-term consequences of being perceived as transactional, this conversation highlights how quickly trust can be lost in today’s hyper-connected world.
Travis and Darren also dive into the psychology of connection, why most people confuse making a connection with building a relationship, and how genuine curiosity—about someone’s life, family, and interests—creates a foundation that makes business feel natural instead of forced. They explore why modern networking often feels “gross,” how social media has lowered the barrier to access but not improved relationship quality, and why playing the long game is the only strategy that works.
But this episode goes deeper than business. Darren shares how his personal journey through addiction and recovery reshaped his definition of success, fulfillment, and relationships. From a life once driven by external validation—cars, status, and money—to one centered on service, healing, and purpose, he explains how doing the inner work transformed not only his life, but the caliber of people he attracts.
If you’ve ever struggled with when to make an ask, how to build relationships that don’t feel transactional, or how to connect with high-level people without burning bridges, this preview offers a raw and honest look at what it actually takes.
Hit play to learn why the best relationships aren’t built on what you can get—but on who you become.
Check out the full episode here: https://podcasts.apple.com/us/podcast/from-fighting-addiction-to-representing-some-of/id1805226860?i=1000756737046
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In this two-part conversation, Travis Chappell dives into the nuanced decisions couples face around career, parenting, and societal expectations. Picking up from part one, Travis explores what it means to support a partner, balance personal ambition, and navigate cultural pressures around stay-at-home roles, both for women and men. This episode blends practical advice, personal anecdotes, and cultural commentary to help listeners rethink traditional expectations.
On this episode we talk about:
How couples can decide who stays home without feeling societal pressure
The psychological dynamics and respect factors in modern household roles
Lessons from Travis’s own family experience and experimentation over a decade
The influence of feminism, tradition, and societal messaging on career and parenting choices
Strategies for testing and adapting your life choices as circumstances evolve
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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
If you’ve ever felt stuck, second-guessed yourself, or wondered why confidence seems to come so easily to others, this episode breaks it all down. In this solo episode, Travis Chappell pulls back the curtain on what actually creates real confidence—not surface-level affirmations or fake-it-til-you-make-it energy, but earned, sustainable belief in yourself. Drawing from years of interviews with top performers, personal experience, and hard-won lessons, Travis introduces a powerful framework: treating confidence like a bank account—where your daily actions either make deposits or withdrawals.
On this episode we talk about:
Why most “confidence advice” is misleading—and can actually hurt you
The “confidence bank account” framework (deposits vs. withdrawals)
How integrity and self-trust directly impact your confidence
The role of rejection—and why it’s not the real problem
Practical ways to build confidence through commitment, consistency, and results
Top 3 Takeaways
Confidence isn’t built through affirmations—it’s earned through keeping promises to yourself and doing the work consistently.
Every action either deposits into or withdraws from your “confidence bank account,” especially the small things you do when no one is watching.
The fastest way to build confidence is to commit fully, put in high-volume reps, and stay in the game long enough to see real results.
Notable Quotes
"Confidence doesn’t come from shouting affirmations—it comes from evidence that you do what you say you’re going to do."
"If you don’t trust yourself, how can you expect to feel confident?"
"The courage to commit gives you freedom—because quitting is no longer an option."
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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
On this episode of Travis Makes Money, Travis sits down with his in-house producer to unpack how modern couples can navigate money, marriage, and identity when traditional gender roles are flipped or blurred. Drawing on Travis’s own journey with his wife Jackie—from dual incomes to traditional roles and back again—they explore what actually works for a relationship financially and emotionally, beyond cultural or religious expectations.
On this episode we talk about:
Growing up in patriarchal, religious environments and how that shapes money and marriage expectations
How Travis and Jackie experimented with dual-income dynamics and evolving career goals
The emotional impact on men when their partner earns more—and what that does to their sense of masculinity
Why Travis and Jackie ultimately decided to return to more traditional roles and how it affected their finances and happiness
How high-earning couples can creatively structure childcare, lifestyle, and work (nannies, travel, homeschooling, etc.)
Top 3 Takeaways
You cannot copy-paste “ideal” gender roles from culture or religion; you have to design a structure that actually works for your specific relationship and be brutally honest about it.
Financial contribution is not the only measure of value in a relationship—clear communication about expectations, roles, and respect matters more than who brings in the bigger paycheck.
Traditional roles often work well for many couples, but they should be a conscious, strategic choice based on strengths, earning power, and personal fulfillment—not just “the way it’s always been done.”
Notable Quotes
"We were doing this almost for the sake of combating traditional gender roles, but at the detriment of our own financial success and happiness."
"My ability to earn so far outweighs her ability to earn with our current skill sets that it just doesn’t make sense for me to spend my time cleaning the house or worrying about dinner."
"You have to be willing to say some of the quiet parts out loud if you want to find what’s really going to work for your relationship."
Connect with Travis:
LinkedIn: https://www.linkedin.com/in/travischappell
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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
Alan Stein Jr. is a seasoned performance coach, keynote speaker, and author who has spent over 15 years working with some of the highest-performing basketball players in the world, including Kevin Durant, Stephen Curry, and Kobe Bryant. Known for blending elite athletic principles with business performance, Alan now helps leaders and organizations improve mindset, leadership, and team dynamics. His journey from basketball performance coach to top keynote speaker offers powerful lessons on discipline, humility, and long-term growth.
On this episode we talk about:
Why “adding value and being of service” is the ultimate career growth strategy
The importance of saying yes early—and earning the right to say no later
How mindset separates elite performers when talent is equal
Transitioning careers and starting over without ego
Building a keynote speaking business through reps, feedback, and coaching
Top 3 Takeaways
Earn the right to say no — Early in any new venture, say yes to everything to build reps, experience, and credibility before becoming selective.
Mindset is the ultimate differentiator — At elite levels, skill is assumed; mental discipline and emotional control create separation.
Reps + feedback = growth — Consistent practice, self-review (like watching film), and hiring coaches dramatically accelerate progress.
Notable Quotes
"Repetition is not punishment. It’s the oldest and most effective form of learning."
"You can’t see the picture when you’re in the frame."
"The only thing better than learning from your own mistakes is learning from other people’s mistakes."
Connect with Alan Stein Jr.:
LinkedIn: https://www.linkedin.com/in/alansteinjr
Twitter/X: https://twitter.com/AlanSteinJr
Instagram: https://www.instagram.com/alansteinjr
Other: https://alansteinjr.com
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
In this solo episode, Travis Chappell shares hard-earned insights from years of studying personal development, interviewing top performers, and consuming hundreds of books and podcasts. Rather than focusing on external success, Travis dives into a deeper internal challenge—loneliness—and unpacks why the true solution isn’t more social activity, but a stronger relationship with yourself.
On this episode we talk about:
The difference between loneliness (internal) and social isolation (external)
Why the true antidote to loneliness is learning to be alone
Practical frameworks for developing meaningful solitude
How distraction prevents self-awareness and fuels loneliness
Turning self-reflection into real action and personal growth
Top 3 Takeaways
Loneliness is internal, not external — You can be surrounded by people and still feel lonely if you lack connection with yourself.
Solitude is a skill — Learning to be alone without distraction builds self-awareness, clarity, and emotional resilience.
Self-respect drives connection — How you view yourself directly impacts your ability to form meaningful relationships with others.
Notable Quotes
"The antidote to loneliness is actually aloneness."
"If you don’t like you, why should anyone else like you?"
"The loneliest existence is not having a good relationship with yourself."
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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
In this episode, Travis is joined in studio by his producer Eric for a fun, fast-paced conversation about what everyday earners can learn from pro athletes’ best and worst money decisions. Using quotes from icons like Magic Johnson, Serena Williams, Muhammad Ali, and others, they break down how to think about saving, lifestyle creep, family pressure, and building businesses so you don’t end up as another “made millions, lost millions” cautionary tale.
On this episode we talk about:
Why “save at least 50% and never touch it” is elite-level money advice for athletes and high earners
The trap of trading future earnings for upfront cash (and why those predatory “career earnings” loans are so dangerous)
Serena Williams’ approach to investing in companies vs. “having things” and what that means for regular investors
The pressure athletes feel to take care of friends and family—and how that generosity can quietly destroy their financial future
How to use your “prime years” income to build a baseline of wealth in simple vehicles like the S&P 500
Top 3 Takeaways
If you have a short earning window (like athletes, creators, or commission-heavy salespeople), treat every high-income year like it could be your last and aim to save at least half.
You can love your people and still set firm financial boundaries—take care of yourself first, then help others from passive income, not from your core nest egg.
Your real long-term security comes from simple, boring investing and building businesses and assets around your personal brand, not from flashy purchases or one big contract.
Notable Quotes
“Work really hard when it feels really easy to make the money, and then live on half the lifestyle you could actually afford.”
“You can take care of your family, that’s fine—but it’s not going to be on the first time you sign a deal.”
“Get to your number first, then start helping people with the money your money is making, not by giving away your whole paycheck.”
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Youtube: https://www.youtube.com/@travischappellclips
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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
Tom Szaky is the founder and CEO of TerraCycle, a global leader in recycling hard-to-recycle waste and building innovative circular economy solutions. Starting the company from a college dorm at Princeton University, Tom transformed a simple idea—turning worm waste into fertilizer—into a nearly $100 million international business. His approach combines profit with purpose, proving that entrepreneurs can solve massive environmental problems while building highly scalable companies.
On this episode we talk about:
How TerraCycle started with worm poop fertilizer and scaled to millions in revenue
Why most “recyclable” items actually aren’t recycled—and the real economics behind it
How Tom pivoted from a product company to a global recycling platform
Creative, scrappy tactics used to land major retailers like Walmart
Building a business model where brands pay to recycle their own waste
Top 3 Takeaways
The best business opportunities often exist in overlooked, “boring” industries like waste.
Your first idea isn’t your final one—successful entrepreneurs pivot when they find a better model.
Aligning profit with purpose can create a scalable business that solves real-world problems.
Notable Quotes
"Garbage is the only material in the world that we pay to get rid of."
"Recycling exists not where it’s possible, but where it’s profitable."
"Take criticism as a gift—it's the fastest way to improve your business."
Connect with Tom Szaky:
LinkedIn: https://www.linkedin.com/in/tomszaky
Youtube: https://www.youtube.com/terracyclevideos
Instagram: https://www.instagram.com/terracycle/
Other: https://www.terracycle.com
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
In this solo episode, Travis Chapel shares his personal playbook for feeling better so you can show up stronger in life and business. Drawing from years in the personal development space, he breaks down why so many of us feel worse than ever in the best time in history to be alive and what to actually do about it. Travis offers simple, practical mindset and lifestyle shifts that any entrepreneur or high-achiever can use to improve their mood, energy, and outlook.
On this episode we talk about:
Why we’re in a mental health crisis in the “best time to be alive”
How overconsuming politics and negative news wrecks your mood and focus
The importance of monitoring your inputs (media, conversations, and content)
What Blue Zones teach us about community, belonging, and longevity
How to build a daily and in-the-moment gratitude practice that rewires your brain
Top 3 Takeaways
Your inputs become your outputs: if you constantly consume negative, fear-based content—especially politics and 24/7 news—you will inevitably feel more anxious, pessimistic, and drained over time.
Real, in-person community and a sense of belonging are proven longevity multipliers; scheduling time with friends, family, and shared experiences (dinners, game nights, concerts, comedy) is one of the fastest ways to feel better.
Gratitude is a powerful “hack” for mood: practicing it daily and intentionally amplifying good moments in real time helps reshape your neural pathways so your default state shifts from fear and stress toward joy, peace, and possibility.
Notable Quotes
"Your inputs become your outputs, so if you’re constantly consuming negativity, you’re going to feel an overall dampening of your mood."
"Nobody on this planet sees reality as it is—we all see it through our skewed perspective, which means you get to choose the version of reality that’s most useful to you."
"It’s impossible to be anxious and grateful at the same time, so the more you practice gratitude, the more often you’ll find yourself in a better state."
Connect with Travis Chapel:
LinkedIn: https://www.linkedin.com/in/travischappell
Twitter/X: https://twitter.com/traviscchappell
Instagram: https://www.instagram.com/travischappell
Other: https://travischappell.com
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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