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Ryan D. Lee is the founder of Wealth Outside Wall Street and co-creator of the Passive Income Machine. After watching his 401k get crushed in the 2008 market crash, Ryan walked away from traditional investing and built financial freedom in under 10 years using alternative assets—primarily turnkey single-family real estate. Through Money Mastery, Ryan has helped thousands of everyday investors place over 3,000 rental homes and create predictable cash flow. In this episode, Ryan breaks down how he transitioned from a six-figure corporate career to owning his time—and how you can start building wealth outside Wall Street today.
On this episode we talk about:
Why Ryan left Wall Street after the 2008 crash and started investing in alternative assets
How turnkey real estate works and why Ryan prefers single-family homes
The difference between making money and keeping money—and why most people get it wrong
How to evaluate real estate deals using cash-on-cash returns
Why inflation and taxes can either destroy your wealth or help build it
Top 3 Takeaways
It’s not what you make—it’s what you keep and how you turn it into passive income that buys your time back.
Turnkey real estate allows you to own cash-flowing assets without becoming a landlord or property manager.
Financial freedom comes from raising your financial intelligence and putting inflation and taxes to work for you—not against you.
Notable Quotes
“Money is really just a tool to give people more options in their life.”
“I want my life to be exciting—but I want my money to be boring.”
“If you take control of your money and raise your financial intelligence, financial freedom in 10 years or less becomes possible.”
Connect with Ryan D. Lee:
LinkedIn: https://www.linkedin.com/in/ryan-d-lee-31838b304/
Website: https://ryandlee.com/
Instagram: https://www.instagram.com/theryandlee
Book: https://retirein10years.com/book
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 goes deep on one of the most overlooked drivers of success, confidence, and connection: self-respect. Drawing from research on loneliness, relationships, and human behavior—as well as hard-earned personal experience—Travis breaks down why the foundation of wealth, strong relationships, and fulfillment starts with the relationship you have with yourself. If you’ve ever felt lonely despite being surrounded by people, struggled with confidence, or found it hard to follow through on your goals, this episode delivers a powerful mindset reset.
On this episode we talk about:
The difference between loneliness and social isolation—and why more friends won’t fix the problem
Why building a better relationship with yourself is the first step to better relationships with others
How self-respect is built through effort, discipline, and keeping promises to yourself
Why confidence comes from small daily commitments—not massive life overhauls
How discipline beats motivation when it comes to long-term success
Top 3 Takeaways
The fastest way to reduce loneliness is to strengthen your relationship with yourself—everything else flows from there.
Confidence is built by keeping small promises to yourself consistently, not by chasing motivation.
Effort builds identity before it produces results, and that identity is what creates lasting self-respect.
Notable Quotes
“The number one way to cure your loneliness is to build a better relationship with yourself first.”
“Effort builds identity before it gets results.”
“You don’t rise to the level of your goals—you fall to the level of your systems.”
Connect with Travis Chappell:
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 co-hosted episode, Travis Chappell and producer Eric dive into why treating a small audience like a massive one is the fastest way to long-term success. From Gary Vee’s iconic “1 > 0” philosophy to Markiplier’s creator journey, they unpack what it really means to respect people’s attention, stop chasing vanity metrics, and show up consistently — even when the views feel small. This episode is a candid conversation about content creation, gratitude, and why every post is a lottery ticket.
On this episode we talk about:
Gary Vee’s “one is greater than zero” mindset and why it matters for creators
Why small audiences deserve the same effort as large ones
How social media metrics can distort reality and kill momentum
Treating attention as earned — not owed
Why consistency beats perfection when building online
Top 3 Takeaways
One person paying attention is already a win. Treat every viewer, listener, or follower like they matter — because they do.
Stop chasing viral moments and start building trust. Long-term growth comes from showing up consistently, not waiting for overnight success.
Your real competition is everything else fighting for attention. Netflix, TikTok, YouTube, and Instagram are all competing for the same eyeballs — so respect your audience’s time.
Notable Quotes
“The only way to get a massive audience is to treat your tiny audience like it’s already massive.”
“Behind every subscriber is a person living their life and willing to give you their time.”
“Every post is a lottery ticket — it only takes one to change everything.”
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
Ashley Brock is the founder and CEO of Paid Ads Academy, a leading cross-platform advertising training program that helps entrepreneurs keep ads in-house and scale sustainably. With over a decade of experience managing more than $200M in ad spend for brands like Dollar Tree, Revlon, and Thumbtack, Ashley has built a seven-figure company and recently crossed the eight-figure mark in total sales. In this episode, she breaks down what’s actually working in paid advertising today—and how business owners can take back control of their growth.
On this episode we talk about:
Why omnichannel advertising (Google, Meta, Spotify, and more) is outperforming single-platform strategies
How to think about ads as “making known” — and why visibility is non-negotiable for business growth
The real difference between creative messaging and media buying (and where to start if you’re new)
Why Ashley believes manual ad control still beats fully automated AI setups
How to build winning ad creatives without burning out on volume
Top 3 Takeaways
Don’t put all your eggs in one platform—combining Google intent traffic with social retargeting creates powerful familiarity and higher conversions.
Strong messaging comes first: clear credibility, opportunity, and personality can outperform even imperfect targeting.
Running ads without real expertise is costly—learning from someone who’s mastered the craft can compress years of trial and error into months.
Notable Quotes
“Advertising is simply the process of making known—your business can’t grow if people don’t know you exist.”
“Data makes decisions, and decisions make dollars.”
“People are in indecision mode instead of precision mode—and precision is what creates growth.”
Connect with Ashley Brock:
Instagram: https://instagram.com/adswithashley
Other: Paid Ads Academy
Learn more about your ad choices. Visit megaphone.fm/adchoices
In this solo episode, Travis Chappell breaks down why most people aren’t actually lost — they’re just distracted. Drawing from over 1,500 podcast episodes, hundreds of guest appearances, and years of studying high performers, Travis shares hard-earned lessons on focus, responsibility, and building momentum in a noisy world. This episode is a straight-talk deep dive into why focus is the new superpower — and how simplifying your path can radically change your results.
On this episode we talk about:
Why distraction — not lack of opportunity — is holding most people back
Taking responsibility for your life instead of blaming circumstances
The “rider, elephant, and path” framework for building better habits
How shiny object syndrome sabotages entrepreneurs
Why doing less (but better) creates bigger results
Top 3 Takeaways
Focus is the ultimate competitive advantage. In a world full of noise, the ability to concentrate on one thing until it succeeds is a superpower.
You can’t control everything — but you can control your environment. Design your “path” to remove distractions so better decisions become automatic.
Progress comes from commitment, not novelty. Whether in business or life, jumping paths feels exciting — but staying the course is what actually produces results.
Notable Quotes
“Most people aren’t lost — they’re just distracted.”
“Distraction is the enemy of progress, and focus is the competitive advantage.”
“Don’t do more. Do less — but do it better.”
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Twitter/X: https://twitter.com/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
Travis Chappell and producer Eric break down YouTuber Markiplier's self-financed horror film Iron Lung, which grossed over $20M (7x its $3M budget) and topped box office charts—without Hollywood backing. Their casual chat celebrates indie success while roasting studio "slop," low actor pay, and why creators with audiences have a massive edge.
On this episode we talk about:
Iron Lung's unicorn success: $3M self-funded, zero marketing budget, #1 at box office vs. big studio flops
Hollywood's shady side: Missing box office charts, low actor pay ($2-5K/episode after cuts), no royalties
Creator advantages: Built-in audiences = free marketing; YouTubers like Radio Silence (A24 hits) proving the model
Why constraints breed better art: Low stakes, passion projects outperform bloated $100M+ budgets
Lessons for creators: Make what excites you; democratized access means anyone can bypass gatekeepers
Top 3 Takeaways
Existing audiences are the ultimate marketing hack—Markiplier's casual promo beat Hollywood's $50M+ spends.
Low-budget passion projects often outperform high-stakes slop because creators prioritize art over profit.
Hollywood's math sucks for most: After agents/taxes, "star" roles pay peanuts—build your own leverage first.
Notable Quotes
"Iron Lung... has already done over $20 million in the box office and has been the number one movie through the weekend."
"They just write somebody else... [so] rather than look at it as giving me $2200 an episode, how much money are they putting into marketing the show?"
"Stop making [content] like a chore... what would I want to record that would be like a shining light in my calendar?"
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Twitter/X: https://x.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
Neil Patel is the co-founder of NP Digital, a New York Times bestselling author, and one of the most influential marketers in the world. Recognized by The Wall Street Journal as a top web influencer and named a Top 100 Entrepreneur by President Obama and the United Nations, Neil has spent decades building software companies, agencies, and media brands. In this episode, Neil shares how he made his first $20K/month at age 16, why he chose the “boring” agency path over venture-backed startups, and how founders can build real wealth without sacrificing their lives.
On this episode we talk about:
How Neil landed his first SEO clients as a teenager—and what sparked his entrepreneurial journey
Why he believes agencies and “ugly businesses” are often better opportunities than flashy startups
The real reason most founders fail (and why 10-year thinking changes everything)
How lifestyle creep quietly kills financial freedom
Where opportunity still exists for new entrepreneurs in an AI-driven world
Why patience, persistence, and passion matter more than any single tactic
Top 3 Takeaways
There’s money in almost every industry—the key is finding something you enjoy enough to stick with for a decade.
You don’t need venture capital or billion-dollar exits to win; profitable, bootstrapped businesses often create more freedom and wealth.
Controlling lifestyle creep preserves optionality—real success comes from building a life you don’t want to escape from.
Notable Quotes
“There’s money in boring businesses—sometimes that’s where the biggest opportunities live.”
“If you think in 10-year timelines instead of 12-month timelines, everything changes.”
“It’s not worth making millions if you’re miserable, unhealthy, and disconnected from the people you love.”
Connect with Neil Patel:
Website / Agency: https://npdigital.com
Youtube: https://www.youtube.com/neilpatel
LinkedIN: https://www.linkedin.com/in/neilkpatel/
Instagram: https://www.instagram.com/neilpatel/
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
Travis Chappell breaks down why time is the most valuable asset you have and how treating it that way can radically change your income and lifestyle. In this solo episode, he shares the mindset shifts and investments that helped him go from door-to-door sales to full-time online entrepreneur and podcaster.
On this episode we talk about:
Why time is more important than money (and how your actions reveal what you really value)
How investing in coaching and education can massively shortcut your learning curve
Specific examples of using relationships and platform features to grow a podcast faster (Stitcher, Castbox, and more)
Why money is a renewable resource but time is not—and what that means for your decisions
How to use a 5–10 year sprint of working smarter and harder to buy back your time and design a life you actually want
Top 3 Takeaways
The best early investment you can make is in yourself—skills, knowledge, access, and relationships compound far more than most other expenses.
Money is renewable; time is not, so use money to either make more money or buy back more of your time.
A focused 5–10 year period of working both smarter and harder can create the optionality to spend most of your time on meaningful work and relationships.
Notable Quotes
"If you don't have a lot of money to invest, then probably the best thing that you can invest in is yourself."
"Money is only as valuable as what you can exchange it for—and the ultimate use of money is to buy back your time."
"Show me somebody who spent their time doing something they love with people they love, and I'll show you somebody who lived a mostly regret-free life."
Connect with Travis Chappell:
LinkedIn: https://www.linkedin.com/in/travischappell
Twitter/X: https://x.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
Eric, producer of the Travis Makes Money podcast, joins Travis in studio to break down how creator-led films are disrupting Hollywood’s old guard. He shares firsthand impressions from seeing YouTuber Markiplier’s horror film Iron Lung, highlighting why this low-budget, creator-driven project is such a big win for filmmakers, investors, and content creators looking to turn attention into real revenue. Eric’s enthusiasm and eye for story, audience behavior, and distribution make this conversation a must-listen for anyone serious about monetizing content at scale.
On this episode we talk about:
Why Iron Lung is “crazy good news” for the film industry and creators
How Markiplier produced, wrote, starred in, and directed a profitable sub-$3M horror film
The power of built-in distribution and preselling tickets through a loyal YouTube audience
Why horror and action are often the smartest low-budget genres for indie filmmakers
How creator–Hollywood crossovers (like Iron Lung and Happy Gilmore 2) are reshaping funding, casting, and IP strategy
Top 3 Takeaways
Creator-led projects with a passionate audience and clear distribution can outperform traditional studio films, even with a fraction of the budget.
Horror and action films are often cheaper to make yet have broad appeal, making them ideal vehicles for indie and creator-driven projects.
It’s no longer “YouTuber vs. actor”—creators who build real IP and care about the underlying story can unlock new paths into film, funding, and long-term opportunities.
Notable Quotes
“You have a film project that 4Xes on opening weekend—you have to start taking a look at that.”
“What Hollywood is missing right now is what creators have, which is attention—unbridled attention.”
“Get started doing something, because you never know what it’s going to end up being.”
Connect with Travis:
Instagram: https://www.instagram.com/travischappell/
Other: 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
Anne Cocquyt is a Silicon Valley operator, educator, and bestselling startup author who helps founders turn ideas into real businesses—fast. She’s the Founder & CEO of The Guild and The Guild Studio, an award-winning instructor at UC Berkeley, and a trusted advisor to accelerators around the world. In this episode, Anne breaks down how “vibe coding” and AI-powered tools are radically changing entrepreneurship—making it possible for anyone (even non-technical founders) to build MVPs, validate ideas, and reach market in days instead of months.
On this episode we talk about:
What “vibe coding” is and how non-technical founders can build MVPs in minutes
Why traditional startup development (and million-dollar dev budgets) are becoming obsolete
How AI is shrinking feedback loops and accelerating product-market fit
The skills founders actually need in an AI-first world
Practical ways to test ideas, validate demand, and market early-stage products
Top 3 Takeaways
You no longer need a big dev team or massive funding to launch—AI tools let founders build and iterate MVPs in days, not years.
The real differentiator isn’t code anymore—it’s critical thinking, understanding users, and building something people actually want.
Entrepreneurs who succeed will be “umbrella-skilled generalists,” able to build, test, market, and adapt quickly as technology evolves.
Notable Quotes
“Code is no longer a moat—the little dragon is the vibe coder.”
“It’s not a question anymore if you can build it. It’s a question if you should build it.”
“Unless you can wear multiple hats, it’s going to be very hard to defend just one skill.”
Connect with Anne Cocquyt:
LinkedIn: https://www.linkedin.com/in/annecocquyt
Twitter/X: https://twitter.com/annecocquyt
Other:
Website: https://annecocquyt.com
The Guild Studio: Letsguild.com/studio
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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