
The Money Mondays
by Dan Fleyshman
Is this your podcast?Dan Fleyshman is a well-known entrepreneur and the youngest founder of a publicly traded company, recognized for his expertise in business and investment strategies. His experience spans various industries, including marketing and tech, mak…
Insights from recent episode analysis
Audience Interest
- business strategies and investments
- entrepreneurship and startups
Podcast Focus
- investments and cash flow
- side hustles and entrepreneurship
Publishing Consistency
- weekly or more episodes
- active for three years
Platform Reach
- specific platforms unknown
- potentially broad audience
Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
Most discussed topics
Brands & references
Total monthly reach
Estimated from 6 chart positions in 6 markets.
By chart position
- 🇺🇸US · Entrepreneurship#8300K to 1M
- 🇭🇰HK · Entrepreneurship#4110K to 30K
- 🇷🇴RO · Entrepreneurship#813K to 10K
- 🇰🇪KE · Entrepreneurship#142500 to 3K
- 🇵🇭PH · Entrepreneurship#174500 to 3K
- Per-Episode Audience
Est. listeners per new episode within ~30 days
157K to 525K🎙 ~2x weekly·166 episodes·Last published 1mo ago - Monthly Reach
Unique listeners across all episodes (30 days)
315K to 1.0M🇺🇸95%🇭🇰3%🇷🇴1%+3 more - Active Followers
Loyal subscribers who consistently listen
126K to 420K15K real followers tracked across platforms
Market Insights
Platform Distribution
Reach across major podcast platforms, updated hourly
Total Followers
—
Total Plays
—
Total Reviews
—
* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 10 epsHost
Recent guests
Recent episodes
How Creators Monetize Their Fanbase in 2026 and Beyond 🛒 E167
Apr 27, 2026
42m 20s
From the Bronx to Building an Empire: Vince Ricci on Business, Investing & Giving Back 🏰 E166
Apr 12, 2026
31m 44s
Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI ⚕️ E165
Mar 23, 2026
28m 50s
Garrett White: The Truth About Wealth, Identity, and Relationships 📜 E164
Mar 16, 2026
36m 18s
Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163
Mar 10, 2026
23m 19s
Social Links & Contact
Official channels & resources
Official Website
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/27/26 | ![]() How Creators Monetize Their Fanbase in 2026 and Beyond 🛒 E167✨ | creator economyinternet monetization+4 | Tara Electra | OnlyFansUnruly | — | monetizationinfluencers+4 | — | 42m 20s | |
| 4/12/26 | ![]() From the Bronx to Building an Empire: Vince Ricci on Business, Investing & Giving Back 🏰 E166✨ | entrepreneurshipinvesting+5 | Vince Ricci | Hubbell StudioTrina’s Kids Foundation+1 | — | entrepreneurshipinvesting+7 | GoHighLevelake72 | 31m 44s | |
| 3/23/26 | ![]() Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI ⚕️ E165✨ | scaling medical practicesbranding+4 | Paul Vigario | HighLevel | — | medical practicesscalable business+5 | — | 28m 50s | |
| 3/16/26 | ![]() Garrett White: The Truth About Wealth, Identity, and Relationships 📜 E164✨ | wealthidentity+4 | Garrett J. White | — | — | moneymarriage+6 | — | 36m 18s | |
| 3/10/26 | ![]() Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163✨ | venture capitalAI+3 | Courtney Reum | M13Goldman Sachs+1 | — | venture capitalAI+3 | — | 23m 19s | |
| 3/2/26 | ![]() Why Most People Aren’t Built for CEO Pressure (And That’s Okay) 💼 E162✨ | CEO pressurebusiness scaling+3 | Eric SpoffordJustus Parmer | danhighlevel.com | — | CEO pressurebusiness scaling+5 | — | 1h 06m 07s | |
| 2/23/26 | ![]() Jordan Belfort Trained an AI to Sell Like Him 🤖 E161✨ | sales skillsinvesting strategies+3 | Jordan BelfortGavin Navarro | BitcoinS&P 500 | — | salesinvesting+5 | — | 1h 05m 18s | |
| 2/16/26 | ![]() Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back 💵 E160✨ | wealth buildingreal estate+3 | Terrence J | E! News106 & Park | — | moneyinvesting+5 | — | 32m 39s | |
| 2/9/26 | ![]() Founders, Creators, & Communities 🤝 E159✨ | money managemententrepreneurship+4 | Yash DafteryChris Meade+1 | FanbasisFounders Club+2 | — | monetizationaudience engagement+4 | HighLevelAI | 1h 13m 04s | |
| 2/2/26 | ![]() Daniel G + Coach Stormy: Make It, Invest It, Give It Away 💰 E158✨ | making moneyinvesting+4 | Daniel GCoach Stormy Wellington | — | — | moneyinvesting+5 | — | 42m 57s | |
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| 1/26/26 | ![]() 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 coachableJoey’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 peopleLegacy, 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. See what it can do for your business → danhighlevel.com/ai | — | ||||||
| 1/19/26 | ![]() 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. Get yours free → danhighlevel.com | — | ||||||
| 1/5/26 | ![]() 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=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/I use HighLevel to run my entire backend, and their AI features are insane. 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 | — | ||||||
| 12/30/25 | ![]() 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 coachableThe difference between being a great operator vs. a true ownerWhy “how” kills most goals — and what to focus on insteadHow 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 familyThe real purpose of wealth, legacy, and giving backBrad 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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/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. Claim your free audit → danhighlevel.com | — | ||||||
| 12/22/25 | ![]() 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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/If you want an all-in-one platform for marketing, CRM, texting, email, and booking, go to https://gohighlevel.com/fleyshman | — | ||||||
| 12/15/25 | ![]() 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? Watch more like it 👇Building a Billion-Dollar Platform Across Law, Healthcare & AI w/ Sean Callagy 💰 : • Building a Billion-Dollar Platform Across ... 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... Watch ALL Full Episodes Here: • The Money Mondays Podcast - FULL EPISODES Access a 30 day free trial of GoHighLevel: https://gohighlevel.com/fleyshman---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: / @themoneymondays Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: • The Money Mondays Podcast - FULL EPISODES Let’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast...Twitter: / themoneymondays LinkedIn: / about TikTok: / themoneymondays FB: / the-money-mondays-110233585203220 Most businesses miss over half their phone calls, and 80% of those people never call back. 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. Try it free → danhighlevel.com/ai | — | ||||||
| 12/8/25 | ![]() 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 cityUse your business ecosystem—vendors, clients, employees, partners—to fuel charity workEliminate friction in donations (from PayPal and wire to Bitcoin)Turn volunteering into a core part of your family or company cultureUse 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. Claim your free audit → https://danhighlevel.com | — | ||||||
| 12/1/25 | ![]() 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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/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. Claim your free audit → danhighlevel.com | — | ||||||
| 11/25/25 | ![]() 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. | — | ||||||
| 11/17/25 | ![]() 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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/ | — | ||||||
| 11/10/25 | ![]() 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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/ | — | ||||||
| 11/4/25 | ![]() 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 leadershipSean 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. | — | ||||||
| 10/27/25 | ![]() Why So Many Millionaire Athletes Lose Everything (and How to Avoid It) 🏋️♂️ EP145 | In this episode of The Money Mondays podcast, Dan Fleyshman sits down with Chip Paucek to discuss the challenges and opportunities faced by professional athletes after retirement. Chip shares how his organization, ProAthlete Community (PAC), described as “YPO for pro athletes” helps athletes transition from sports to successful careers and investments through mentorship, education, and connection. The conversation dives deep into the mindset shifts needed to thrive beyond the spotlight, from financial literacy to finding purpose through charity and community building.Christopher J. Paucek also known as "Chip Paucek" is the co-founder and CEO of ProAthlete Community, an organization designed to support professional athletes in unlocking their long-term potential. Before founding PAC, Chip was the co-founder and CEO of 2U, one of the world’s largest online education companies, which he took public and grew to nearly a billion dollars in revenue. With decades of entrepreneurial experience, Chip is now dedicated to empowering elite athletes to channel their discipline and drive into new ventures, education, and philanthropy after their playing careers end.Like this episode? Watch more like it 👇UFC Michael Chandler & CEO Wes Watson Talk MONEY 💸: https://youtu.be/e2J-QZU3cQE7x Mr Olympia Flex Lewis & Bedros Keuilian's TOP MONEY TIPS 💪: https://youtu.be/LAA-OsePAOQMowing Lawns to Madison Square: The Grind to Pro | Andre Berto 🥊 : https://youtu.be/INn4jL1iRR4NFL Player Turned Real Estate Investor & CEO of RepeatMD w/ Larry English & Phil Sitter 💵 : https://youtu.be/Gk07Zz56MFgWatch 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=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/ | — | ||||||
| 10/21/25 | ![]() How the Next Million-Dollar Brands Are Built (And What It Takes to Lead Them) 🧠 EP144 | In this episode of Money Mondays, Adley Kinsman and Gregory Zamfotis shares what it takes to build a lasting brand, both online and offline. They explore creativity, consistency, the mindset behind scaling a business, and how authenticity drives customer loyalty. From digital virality to brick-and-mortar growth, this episode highlights the shared principles of discipline, vision, and purpose.---Adley Kinsman is the co-founder of Viralish, a viral video and creator education company responsible for over 62 billion views worldwide. She’s a content strategist and educator known for helping brands and entrepreneurs harness the power of storytelling, authenticity, and data to grow faster online.---Gregory Zamfotis is the founder and CEO of Gregorys Coffee, a fast-growing coffee chain known for its culture of excellence, health-focused menu, and people-first approach. With a background in law and a passion for innovation, Gregory has turned his family-run business into a beloved East Coast brand with a mission to make every day smarter, faster, and better.---Like this episode? Watch more like it 👇Building Billion-Dollar Brands in the AI Era | Zeta Global & Cameo Founders 🌍 : https://youtu.be/q71wz3ZW36sHow One Man Went From Prison to Building a Fitness Empire (REDCON1) | Aaron Singerman: https://youtu.be/9p4dpUEEFDIFrom Mowing Lawns to Madison Square: The Grind to Pro | Andre Berto 🥊 : https://youtu.be/INn4jL1iRR4How to Build a Business (Even If You’re NOT Ready) 🏭 : https://youtu.be/NnCBHEEQL2IWatch 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=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/ | — | ||||||
| 10/13/25 | ![]() Building Billion-Dollar Brands in the AI Era | Zeta Global & Cameo Founders 🌍 EP143 | In this special episode of Money Mondays, Dan Fleyshman sits down with David Steinberg, Zeta’s CEO and founder, and Steven Galanis, co-founder and CEO of Cameo, to discuss building world-changing companies through innovation, vision, and resilience. Together, they dive into entrepreneurship, leadership, acquisitions, and the power of giving back through philanthropy.---David A. Steinberg is the founder and CEO of Zeta Global, a marketing technology company serving 44% of the Fortune 100. A serial entrepreneur, he has founded seven companies and taken two public. Known for his leadership in AI and data marketing, David also leads the David and Kristen Steinberg Foundation, supporting disadvantaged children through education and nutrition.---Steven Galanis is the co-founder and CEO of Cameo, the platform that connects fans directly with their favorite celebrities through personalized video messages. Recognized by Time and Fast Company as one of the most innovative entrepreneurs of his generation, Steven has revolutionized the creator economy and continues to shape the future of fan engagement and digital experiences.Like this episode? Watch more like it 👇AI is REVOLUTIONIZING Financial Services Forever w/ Pavan Agarwal 🤖 : https://youtu.be/-f0bn8XZC9kThe MARKETING Expert's Guide to Making More Money | Neil Patel 💵 : https://youtu.be/DcE0V0rVTbkHow to Build a Business (Even If You’re NOT Ready) 🏭 : https://youtu.be/NnCBHEEQL2IMy Honest Advice To Someone Who Wants To Learn How To Network: https://youtu.be/7j6MnJuhxKwWatch 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=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/ | — | ||||||
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