Menu

  • Home
  • About
  • Search
  • Featured Shows
Spokely

© 2026 Spokely

The Money Mondays

The Money Mondays

Dan Fleyshman

Business

“The Money Mondays” is primed to be a global brand in the business space, focusing on investments, cash flowing businesses, side hustles and visual acts of charity. Viewers will be able to learn from experts, win weekly prizes and participate in charity efforts in an “MTV Cribs” style setting. Many episodes of the podcast will be recorded with Celebrities, influencers & athletes inside of their homes, studios & headquarters. Hosted by Dan Fleyshman, the youngest founder of a publicly traded company. Dan has Angel invested in 43 companies and spoken at over 250 business industry events.

Episodes

Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI

Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI

In this episode of The Money Mondays Podcast, Dan Fleyshman sits down with Paul Vigario to talk about what it really takes to grow a practice into a scalable business. Paul breaks down his “attention and compliance” framework, why so many doctors and dentists get stuck in operator mode, and how branding, systems, and social media can help create true freedom and long-term value. The conversation also dives into investing, philanthropy, generational wealth, and why AI is about to reshape the future of business ownership. Like this episode? Watch more like it 👇Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
28min•Mar 23, 2026
Garrett White: The Truth About Wealth, Identity, and Relationships 📜 E164

Garrett White: The Truth About Wealth, Identity, and Relationships 📜 E164

In this powerful episode of Money Mondays, Dan Fleyshman sits down with Garrett J. White for a raw conversation on the real relationship between money, marriage, masculinity, investing, and purpose. Garrett shares hard-earned lessons from building, losing, and rebuilding his life and business, along with what he has learned from coaching tens of thousands of men. Together, Dan and Garrett unpack why money conversations become so difficult inside relationships, how a man’s identity must shift to reach the next income level, and why success can either strengthen a household or quietly destroy it if growth is not shared. They also dive into practical advice for entrepreneurs and service providers on getting more clients, raising rates, building through referrals, and deciding where to invest once income starts to scale. The episode closes with a meaningful discussion on charity, family values, and why generosity should be modeled for your spouse and children. This is an honest, high-level conversation about building wealth without losing yourself or the people who matter most.Like this episode? Watch more like it 👇Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
36min•Mar 16, 2026
Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163

Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163

On this episode of The Money Mondays, Dan Fleyshman sits down with Courtney Reum—co-founder and partner at M13, former Goldman Sachs investment banker, and co-founder of VeeV—for a practical conversation on the show’s three pillars: how to make money, how to invest money, and how to give it away. Courtney shares his path from banking into entrepreneurship and venture capital, where he now helps back and build high-growth companies through M13. y get deep into what makes a founder stand out, why most pitches get ignored, and what actually earns a second meeting with a VC firm. Courtney explains the traits he looks for beyond pattern recognition—grit, self-awareness, adaptability, and the ability to build a strong team around personal weaknesses. He also breaks down why so many founders misuse the AI label, and why staying aligned with your investment thesis matters more than chasing hype. Investing side, Courtney opens up about how his thinking has evolved over time—from taking aggressive risks to build wealth, to thinking more seriously about preserving capital, generating cash flow, and diversifying into areas like real estate. He and Dan also talk candidly about financial literacy, why families need more honest conversations about money, and how marriage, future kids, and changing life stages can shift your personal investment strategy. Discuss why giving back matters for both brands and individuals, how mission-driven companies build stronger culture and loyalty, and Dan closes with the signature legacy question: how much wealth should you really leave to your children?
23min•Mar 10, 2026
Why Most People Aren’t Built for CEO Pressure (And That’s Okay) 💼 E162

Why Most People Aren’t Built for CEO Pressure (And That’s Okay) 💼 E162

In this week’s episode of The Money Mondays, Dan Fleyshman sits down with Eric Spofford and Justus Parmer for a fast-paced, money-focused conversation built around the show’s three pillars: how to make money, how to invest money, and how to give back.Eric shares his journey from addiction and rock bottom to building a real business that scaled to hundreds of employees and ultimately sold for $115M—then breaks down the real mechanics of creating “sellable” companies: EBITDA, multiples, reducing key-man risk, building leadership teams, SOPs/KPIs, and what the exit process actually looks like from banker to data room to LOI and due diligence.Then Justus dives into how he thinks about investing with an “edge,” why he’s focused on American industrial assets and long-term infrastructure plays, how AI is impacting decision-making, and why the “butterfly effect” of giving back matters more than people realize.As always, keep in mind—this episode might not just be for you. It could be the one you send to a friend who’s trying to scale, raise money, invest smarter, or build something real. Get a free sales and marketing audit from my team. We'll find where you're leaking revenue and tell you exactly what to fix → danhighlevel.com Like this episode? Watch more like it 👇Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
1h 6min•Mar 2, 2026
Jordan Belfort Trained an AI to Sell Like Him 🤖 E161

Jordan Belfort Trained an AI to Sell Like Him 🤖 E161

On this episode of The Money Mondays Podcast, Dan Fleyshman sits down with Jordan Belfort (The Wolf of Wall Street) and Hollywood super-connector Gavin Navarro for a rapid-fire masterclass on the three Money Mondays pillars: how to make money, how to invest it, and how to give it away. Jordan breaks down what really holds people back from earning more: it’s not just “mindset”—it’s missing skills, missing mentorship, and not putting in the reps. He shares why sales is the ultimate life skill, how to treat rejection as a numbers game, and why top performers don’t waste time trying to “convert” hard no’s. Then Gavin pulls back the curtain on turning relationships into real opportunities—without becoming the person who pitches everyone every day. He explains how to bring deals to high-profile people the right way, how to filter constant incoming pitches, and how he built a career by being the guy who can connect the right people in the right cities at the right time. On the investing side, Jordan shares his long-term approach (including S&P 500 and Bitcoin ), while Dan lays out his 40/40/20 framework for balancing low-risk stability, medium-risk growth, and high-risk “shots at glory.” They also explain why businesses like beverages can require serious capital even when demand is booming. Finally, they talk about why charity matters—not just for optics, but for trust, culture, and legacy—and Dan closes with his signature question that always gets a different answer: what percentage of your net worth should go to your family?
1h 5min•Feb 23, 2026
Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back 💵 E160

Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back 💵 E160

The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money. If you want to learn more business and investing while you work to improve your financial life, you're in the right place! In this episode, Dan sits down with Terrence J—host, actor, producer, and investor—to unpack the business side of building a career in entertainment and turning that momentum into real wealth. Terrence shares the hustle story behind landing 106 & Park (including the bold move that changed everything), why he chose to pivot to E! News at a peak moment, and how he learned to protect his brand by only saying “yes” to opportunities that align. Then they get straight to the money: Terrence breaks down how he accidentally fell into real estate through his first home purchase, how he evaluates investments (including restaurants and operator-led businesses), and why financial literacy is the difference between keeping wealth and losing it—especially for athletes and creators. They also talk mentorship, long-term planning (trusts, life insurance, and protecting family), and why giving back becomes even more important as your life and priorities evolve. The AI inside HighLevel is booking 250,000+ appointments every month without a human touching it. Voice AI answers missed calls and schedules meetings. Conversation AI handles lead follow-up 24/7. Over 2 million businesses run on this platform. Try it free for 14 days → danhighlevel.com/ai
32min•Feb 16, 2026
Founders, Creators, & Communities 🤝 E159

Founders, Creators, & Communities 🤝 E159

On this episode of Money Mondays, Dan Fleyshman brings the show’s core theme— how to make more money, save more money, and invest more money —to life with Fanbasis founder/CEO Yash Daftery and Founders Club co-founders Chris Meade (CROSSNET) and Aaron Spivak (Hush). They dive into practical ways creators and internet entrepreneurs can turn audiences into real revenue through digital products, smarter payments, and higher AOV, plus what it really takes to build a high-trust founder network that unlocks better relationships, deals, and opportunities. You’ll also hear Dan’s takes on investing discipline, evaluating opportunities, and giving back in ways that create visible, meaningful impact. If you're still answering every call yourself or letting leads slip through the cracks, check out HighLevel's AI. Voice AI that picks up when you can't and books appointments on the spot. Conversation AI that nurtures and converts leads around the clock. This is what I use.
1h 13min•Feb 9, 2026
Daniel G + Coach Stormy: Make It, Invest It, Give It Away 💰 E158

Daniel G + Coach Stormy: Make It, Invest It, Give It Away 💰 E158

This week on Dan Fleyshman’s Money Mondays, Dan delivers a two-part episode that hits the show’s core pillars: how to make money, how to invest money, and how to give it away to charity. In the first half, Daniel G breaks down what actually creates consistent sales results—especially for women. He explains why women often have a natural advantage (listening, empathy, intuition), how those same strengths can turn into “kryptonite” when perfectionism and overthinking take over, and how to sell with confidence by focusing on the outcome your product creates. Daniel also shares a clear framework for getting paid to speak by becoming known for one thing, how to choose the right offer based on track record and ethics, and why every early “no” is simply feedback that sharpens your script. In the second half, Dr. Coach Stormy Wellington gets real about what holds people back from earning more—fear, doubt, insecurity, procrastination—and what separates average reps from true superstars in direct sales: self-worth, discipline, community, and an obsession with transformation. She also talks candidly about learning investing the hard way, why she prefers proven operators with a track record, and why giving back isn’t a flex—it’s a responsibility tied to purpose and legacy. Like this episode? Watch more like it 👇 Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money. If you want to learn more business and investing while you work to improve your financial life, you're in the right place! My team will analyze your business, find where revenue is slipping through the cracks, and give you a specific action plan. Ads, funnels, sales, automations, whatever's broken, we'll find it.
42min•Feb 2, 2026
From TV Mogul to CEO: Joey Carson’s Blueprint for Scale 📈 E157

From TV Mogul to CEO: Joey Carson’s Blueprint for Scale 📈 E157

Joey Carson returns to Dan Fleyshman’s The Money Mondays for a fast, no-fluff conversation on the three core pillars: how to make money, invest money, and give it away, with real operator perspective from a CEO who has built and scaled across entertainment and business. Joey breaks down his 30-year career in TV and film, from leadership at Fox to running Bunim Murray Productions (think The Real World era) and turning a creative shop into a scalable studio with process, departments, and repeatable development systems. He also shares what it actually takes to leave a “safe” job, why he prefers uncertainty (because it creates unlimited upside), and how to know when you are stagnating. From there, Dan and Joey get tactical: How to bring a money-making idea to your boss without bruising ego (and why you need data plus a real plan) Why mentorship changes everything, and the number one trait that predicts success: being coachable Joey’s take on investing early vs. later, and Dan’s “Four Horsemen” framework for vetting deals (CEO, accountant, lawyer, and a domain advisor) A grounded approach to philanthropy: give where you can verify impact, stay close to the mission, and focus on actually helping people Legacy, family, and stewardship: Joey’s clear answer on wealth transfer: “All of it.” Bonus: Joey’s best advice for surviving today’s nonstop outrage cycle: observe, do not engage, and always ask: “What is the point?” If you are building a career, scaling a company, deciding what to invest in, or trying to stay focused while the world screams for your attention, this episode is a practical reset. Share this episode with a friend who is ready to level up their income, their decision-making, and their discipline. HighLevel just dropped AI tools that are changing how businesses operate. Voice AI answers your missed calls and books appointments for you. Conversation AI follows up with leads 24/7. Last month their AI booked over 250,000 appointments on autopilot.
39min•Jan 26, 2026
Bootstrapping to $100M: How Josh Snow Took on Colgate & Crest 🪥 E156

Bootstrapping to $100M: How Josh Snow Took on Colgate & Crest 🪥 E156

Josh Snow built Snow Oral Care by doing what most entrepreneurs won’t: taking on the household-name giants head-on—and bootstrapping his way to nine figures in sales. In this special Money Mondays episode (recorded during the $100M Mastermind experience), Josh breaks down how to win shelf space against “the whole aisle,” why adversity can become your superpower, and what really makes a brand pop when customers walk past Colgate and Crest. He also goes deep on celebrity partnerships (what founders should know before chasing big names), shares his blunt investing filter (“don’t do it” unless you can stomach the loss), and explains how to choose philanthropy that actually means something instead of checking a box. And of course—he answers the signature Money Mondays question with an answer you won’t forget. Want the systems to turn these lessons into booked calls and consistent revenue? If you’re ready to automate follow-ups, capture leads, and keep your pipeline moving without living in your inbox, check out GoHighLevel —the all-in-one platform for CRM, funnels, email/SMS, calendars, and automations. Most businesses are leaking revenue and don't even know it. That's why I'm offering a free personalized audit from my team. We'll dig into your business and show you exactly where you're losing money and what to fix next. No AI fluff, real analysis.
29min•Jan 19, 2026
You Deserve to Be Rich with Earn Your Leisure’s Rashad Bilal 🏝️ E155

You Deserve to Be Rich with Earn Your Leisure’s Rashad Bilal 🏝️ E155

Dan Fleyshman sits down with Rashad Bilal, co-founder of Earn Your Leisure, to break down the three pillars of Money Mondays—how to make money, invest money, and give it away—through the lens of building one of the most impactful finance media brands in culture. Rashad shares the mindset behind You Deserve to Be Rich—why believing you’re worthy of wealth is often the first (and missing) step to actually building it. He and Dan get practical on when to start investing (as soon as you have discretionary income), how to think about emergency funds, and why money sitting idle gets quietly eaten by inflation. They also go behind the scenes on Invest Fest’s growth—from a business “festival” concept to a 25,000-person experience—and why relationships are still the ultimate ROI. Finally, Rashad talks lifestyle creep, modern content mega-deals, and why giving back is a core part of building real wealth. Like this episode? Watch more like it 👇 Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k --- The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money. If you want to learn more business and investing while you work to improve your financial life, you're in the right place! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1 Dan Fleyshman, The Money Mondays Learn more here: https://themoneymondays.com Watch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k Let’s Connect... Voice AI that answers missed calls and books appointments. Conversation AI that's booking 250,000+ appointments a month on autopilot. Chatbots, workflow automation, all built in. Try it free for 14 days → danhighlevel.com/ai
42min•Jan 5, 2026
The Real Reason Business Coaching Works (And Why Most People Avoid It) 🤝 E154

The Real Reason Business Coaching Works (And Why Most People Avoid It) 🤝 E154

In this episode of The Money Mondays Podcast, Dan Fleyshman sits down in Las Vegas with Bradley Sugars, founder of ActionCOACH, one of the world’s largest business coaching organizations operating in 85+ countries and responsible for billions in client revenue. Brad shares decades of hard-earned wisdom on what truly separates struggling operators from successful business owners. From why most entrepreneurs stay stuck doing $20/hour tasks to how real wealth is built through systems, coaching, and accountability, this conversation pulls back the curtain on money, mindset, and scale. They dive deep into: Why business coaching delivers a 6–7x ROI and how to know if you’re actually coachable The difference between being a great operator vs. a true owner Why “how” kills most goals — and what to focus on instead How to think about investing once you’ve made money (businesses, real estate, and rules) Why talking about money openly is essential — especially with friends and family The real purpose of wealth, legacy, and giving back Brad also breaks down his philosophy on goal-setting, investing only where you’re an expert, and why most people would rather look rich than be rich. This is a masterclass in business thinking, long-term wealth, and building a life that actually feels successful. If you want to make more money, invest smarter, and understand wealth at a deeper level, this episode is required listening. Like this episode? Watch more like it 👇The New Definition of Wealth: Strong Body, Strong Mind, Strong Family w/ Steve Eckert 💪: https://youtu.be/snsag2gHgp8Why Most People Never Build REAL Wealth (and How to Change That) 💵: https://youtu.be/T1zhRFPdhzITurning Setbacks Into Millions: Tim Storey & Natasha Graziano On Making, Multiplying & Giving Money: https://youtu.be/Stbx6c5bawIBuilding a Billion-Dollar Platform Across Law, Healthcare & AI w/ Sean Callagy 💰: https://youtu.be/HEyjoJSrIgQWatch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place! I'll have my team audit your ads, funnels, sales calls, automations, or offer structure for free. We'll find the leaks and tell you exactly what to fix.
33min•Dec 30, 2025
The Power of Financial Literacy: What Every Family Needs to Hear w/ Troy Millings 📋 EP153

The Power of Financial Literacy: What Every Family Needs to Hear w/ Troy Millings 📋 EP153

In this episode of Money Mondays, Dan Fleyshman sits down with entrepreneur and educator Troy Millings to talk about building businesses, smart investing, and creating generational wealth. Troy shares how he built Earn Your Leisure into a multi-million-dollar brand and breaks down lessons on financial literacy, mentorship, and making an impact through live events like Invest Fest. This episode delivers practical insights on investing, entrepreneurship, and giving back with purpose.Troy Millings is an entrepreneur, educator, and founder of Earn Your Leisure, a multi-million-dollar brand focused on financial literacy, investing, and entrepreneurship. He hosts the Market Mondays podcast and produces Invest Fest, a live event connecting investors, entrepreneurs, and creators. Troy is known for helping people build wealth, make informed financial decisions, and create lasting impact.Like this episode? Watch more like it 👇The New Definition of Wealth: Strong Body, Strong Mind, Strong Family w/ Steve Eckert 💪: https://youtu.be/snsag2gHgp8Why Most People Never Build REAL Wealth (and How to Change That) 💵: https://youtu.be/T1zhRFPdhzITurning Setbacks Into Millions: Tim Storey & Natasha Graziano On Making, Multiplying & Giving Money: https://youtu.be/Stbx6c5bawIBuilding a Billion-Dollar Platform Across Law, Healthcare & AI w/ Sean Callagy 💰: https://youtu.be/HEyjoJSrIgQWatch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
33min•Dec 22, 2025
The Business Strategy That Made Him Millions (Vertical Integration Explained) 🏢 EP152

The Business Strategy That Made Him Millions (Vertical Integration Explained) 🏢 EP152

In this episode of Money Mondays, Dan Fleyshman sits down with real estate entrepreneur John Gafford to talk about making money, smart investing, and giving back with purpose. John shares how he built Simply Vegas into the largest luxury real estate brokerage in Las Vegas and breaks down lessons from his bestselling book Escaping the Drift. This episode delivers practical insights on real estate, personal responsibility, and building wealth that truly lasts.---John Gafford is a real estate entrepreneur, author, speaker, and podcast host. He is the founder of Simply Vegas, the largest luxury real estate brokerage in Las Vegas, selling more million-dollar homes than any other firm in the market. With over 20 years of experience in real estate and business, John is known for building vertically integrated companies, high-performance teams, and purpose-driven organizations.John first gained national attention as a contestant on The Apprentice, where he was famously fired on live television. He is the author of Escaping the Drift, a bestselling book focused on personal responsibility, leadership, and reclaiming control over your life. He also hosts the Escaping the Drift Podcast, where he shares real-world lessons on business, investing, and personal growth.---Like this episode? The New Definition of Wealth: Strong Body, Strong Mind, Strong Family w/ Steve Eckert 💪: • The New Definition of Wealth: Strong Body,... How One Man Went From Prison to Building a Fitness Empire (REDCON1) | Aaron Singerman 💪: • How One Man Went From Prison to Building a... The Best Stock Market Lessons I Ever Learned (Life Changing) 📈 E106: • The Best Stock Market Lessons I Ever Learn... Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place! HighLevel's Voice AI fixes that. It answers every call you miss, talks to your customers, and books appointments automatically. Their AI handled over a million calls last month alone.
37min•Dec 15, 2025
Philanthropy in Public: Why Posting Your Charity Work Matters More Than You Think 🎗️ E151

Philanthropy in Public: Why Posting Your Charity Work Matters More Than You Think 🎗️ E151

In this special episode of Money Mondays, we hit pause on “how to make and invest money” and go all-in on the third pillar: how to give it away. Dan records live from Tampa in the middle of the 12th annual World’s Largest Toy Drive —a 10-city, 17-day marathon of giving that started 12 years ago with just eight volunteers wrapping toys on the floor. You’ll hear how Trina’s Kids Foundation grew from a small local effort into stadium-level events at places like BMO Stadium, Allegiant/Raiders Stadium, American Dream Mall, and the Miami Heat Arena, powered by semi-trucks of toys, strategic partners, and a relentless focus on efficiency and impact. Dan breaks down the real numbers behind the toy drive, how he negotiates with suppliers to stretch every dollar, and why he’s obsessed with proving to major brands and billionaires that philanthropy can be run like a high-performance business. But this episode isn’t just a highlight reel—it’s a playbook. Dan walks you through exactly how you can: Host your own toy drive, food drive, or local fundraiser in your city Use your business ecosystem —vendors, clients, employees, partners—to fuel charity work Eliminate friction in donations (from PayPal and wire to Bitcoin) Turn volunteering into a core part of your family or company culture Use social media the right way so your posts about giving create a massive butterfly effect instead of looking like a humblebrag You’ll also hear the origin stories of campaigns like the $100 Tipping Club and “Two Years Too Long” clothing drive, and how simple ideas—shared publicly—have inspired thousands of people around the world to copy and scale them. If you’ve ever thought, “I want to do more, but I don’t know where to start,” this episode will give you the mindset, the mechanics, and the motivation to launch something of your own—whether you have money to donate or just time, energy, and a phone. Want to know what's broken in your business? I'll have my team audit your ads, funnels, sales calls, automations, or offer structure for free. We'll find the leaks and tell you exactly what to fix.
39min•Dec 8, 2025
The Real Way to Monetize a Podcast (Without Millions of Views) w/ Travis Chappell 🎙️ EP150

The Real Way to Monetize a Podcast (Without Millions of Views) w/ Travis Chappell 🎙️ EP150

In this episode, today’s guest Travis Chappell, @travismakesfriends, shares his journey from aspiring pastor to door-to-door salesman, and eventually to becoming a leading figure in the podcasting industry. He talks about building his network from scratch, why relationships fuel his work, and how podcasters can make money whether through sponsorships, affiliate deals, or their own products.Travis Chappell is the founder and CEO of Guestio, and the host of the podcast Travis Makes Friends (formerly known as Build Your Network). Travis today is known not just for his podcasts, but for helping people build meaningful networks, get access to high-caliber interviews, and grow their presence through proper connections.Like this episode? Watch more like it 👇"Podcasting is the ULTIMATE Networking Tool" - Sean Kelly 📡: https://youtu.be/TBNtCDP6EU8Christian DelGrosso & Marshall Sylver's Social Media SUCCESS & Building WEALTH 📈: https://youtu.be/h6ToLKH7Y5QHow the Next Million-Dollar Brands Are Built (And What It Takes to Lead Them) 🧠: https://youtu.be/jhrIhfCbugYWhy Most Influencers Fail (And How Kellan Ness Blew Up Instead)🔥: https://youtu.be/KTBu_A9Cl0MWatch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place! I'll have my team audit your ads, funnels, sales calls, automations, or offer structure for free. We'll find the leaks and tell you exactly what to fix. Claim your free audit → danhighlevel.com
36min•Dec 1, 2025
Crypto to a Million & AI to Infinity with Matt Morgan E149

Crypto to a Million & AI to Infinity with Matt Morgan E149

On this episode of The Money Mondays, Dan Fleyshman sits down once again with entrepreneur and investor Matt Morgan, known for building over $1B+ in cannabis companies and now operating as a high-level investor across crypto, tech, AI, and real estate. They break down the three pillars of the show— how to make money, how to invest money, and how to give it away —through raw, honest advice on fear, risk, lifestyle creep, and long-term wealth building. Matt dives deep into Bitcoin, liquidity cycles, AI’s impact on the global economy, the blockchain revolution, and why volatility is actually a gift for early adopters. They also explore longevity, biohacking, and why freedom—not cars, watches, or houses—is the ultimate luxury. This is a fast-paced, insight-packed episode for anyone serious about leveling up financially, investing smarter, and preparing for a world transformed by AI, crypto, and extended human lifespan.
36min•Nov 25, 2025
The New Definition of Wealth: Strong Body, Strong Mind, Strong Family w/ Steve Eckert 💪 EP 148

The New Definition of Wealth: Strong Body, Strong Mind, Strong Family w/ Steve Eckert 💪 EP 148

In this episode of Money Mondays, Dan Fleyshman sits down with Steve Eckert, Marine Corps veteran, peak-performance coach, and longtime Operation Blacksite instructor. Steve reveals how discipline, leadership, family values, and daily habits create real wealth not just financially, but mentally and physically. Steve Eckert is a Marine veteran, coach, speaker, and the embodiment of everyday discipline. With years of uninterrupted training alongside his wife and kids, Steve teaches the power of consistency, accountability, and living a life your children want to follow. At Operation Blacksite, he helps families and individuals develop confidence, capability, and mental toughness for today’s world.Like this episode? Watch more like it 👇Building a Billion-Dollar Platform Across Law, Healthcare & AI w/ Sean Callagy 💰 EP144: https://youtu.be/HEyjoJSrIgQWhy So Many Millionaire Athletes Lose Everything (and How to Avoid It) 🏋️‍♂️ EP143: https://youtu.be/tPObh6_bMCwThe Best Stock Market Lessons I Ever Learned (Life Changing) 📈 E106: https://youtu.be/wkJ-YVzSrjsHow One Man Went From Prison to Building a Fitness Empire (REDCON1) | Aaron Singerman 💪 EP140: https://youtu.be/9p4dpUEEFDIWatch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
31min•Nov 17, 2025
Why Most People Never Build REAL Wealth (and How to Change That) 💵 EP147

Why Most People Never Build REAL Wealth (and How to Change That) 💵 EP147

In this special episode, Dan Fleyshman sits down with three guests, Raul Villacis, founder of The Edge men’s empowerment movement, and the Chapman Brothers, Aaron and Eric, who recently collaborated on a thought-provoking and visually stunning new book. Together, they share insights on entrepreneurship, financial discipline, personal growth, creativity, and giving back.---Raul Villacis is the founder and CEO of The EDGE Program, a movement helping high-performing businessmen find purpose, discipline, and clarity in every area of life. Before leading thousands of men around the world, he was one of them, a man who had achieved success on paper but felt empty inside.---Aaron J. Chapman is a veteran of the real estate finance industry, speaker, and author, while Eric J. Chapman is a professional illustrator and fine art painter. Their latest collaboration showcases the intersection of entrepreneurship, art, and personal growth reminding listeners that true wealth lies not just in money, but in meaning, impact, and legacy.---Like this episode? Watch more like it 👇Building a Billion-Dollar Platform Across Law, Healthcare & AI w/ Sean Callagy 💰: https://youtu.be/HEyjoJSrIgQHow One Man Went From Prison to Building a Fitness Empire (REDCON1) | Aaron Singerman 💪: https://youtu.be/9p4dpUEEFDITurning Setbacks Into Millions: Tim Storey & Natasha Graziano On Making, Multiplying & Giving Money: https://youtu.be/Stbx6c5bawIFrom Mowing Lawns to Madison Square: The Grind to Pro | Andre Berto 🥊: https://youtu.be/INn4jL1iRR4Watch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---The Money Mondays is a business podcast here to teach you how to make money, invest money, and donate money by showcasing some of the world's most successful people and how they do the same. Hosted by serial entrepreneur Dan Fleyshman, the youngest founder of a publicly traded company in history, this money podcast gives you an exclusive behind the scenes look at how the wealthiest celebrities, entrepreneurs, athletes and influencers make, invest and donate money.If you want to learn more business and investing while you work to improve your financial life, you're in the right place!
43min•Nov 10, 2025
From Blindness to Billion-Dollar Vision: The Sean Callagy Story 😎 E146

From Blindness to Billion-Dollar Vision: The Sean Callagy Story 😎 E146

In this inspiring episode of The Money Mondays, host Dan Fleyshman sits down with serial entrepreneur, speaker, and visionary Sean Callagy, a legally blind attorney on the verge of becoming the first self-funded unicorn founder with a billion-dollar valuation based on EBITDA. Sean shares how he went from broke and going blind to running a portfolio of thriving companies, including Callagy Law, Callagy Recovery, and the cutting-edge ActEye AI platform, all driven by his mission to elevate human potential through integrity and influence. Together, Dan and Sean dive deep into: ✅ Building multiple 8- and 9-figure businesses with integrity and heart ✅ Why influence is the only human attainable superpower ✅ How to scale teams using the “three loyalties” framework ✅ The future of AI and why Sean believes it can change the world for good ✅ Real talk on money, lifestyle creep, and living below your means ✅ The mindset behind sustainable giving and purpose-driven leadership Sean also shares powerful insights from his work with Tony Robbins, lessons from overcoming blindness, and the philosophy that drives his “Unblinded” movement, proving that success isn’t about what you see, but what you believe.
38min•Nov 4, 2025