The Money Mondays

Hosted by Dan Fleyshman

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168

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Jun 2026

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About the show

“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.

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June 15, 202641 min

How Rance 1500 Turned Music, Culture & Relationships Into Wealth 🎤 E168

On this episode of The Money Mondays, Dan Fleyshman sits down with Larrance Dopson aka @rance1500, a four-time Grammy-winning producer, composer, entrepreneur, and founder behind the legendary 1500 or Nothin’ movement. Rance has worked with some of the biggest names in music, including Roddy Ricch, Ella Mai, Justin Timberlake, Chris Stapleton, Maluma, Eladio, Snoop Dogg, Jay-Z, and more, while also expanding into TV, film, tech, education, and venture-backed companies. Dan and Rance break down the real business of the music industry: how producers get paid, why publishing and contracts matter, how touring and merch can become major cash-flow engines, and why young artists must understand ownership before signing deals. Rance also shares how studying the greats, building relationships, creating culture, and being of service helped him stand out in one of the most competitive industries in the world.The conversation goes beyond music into investing, personal branding, venture capital, self-education, charity, and legacy. From learning the hard lessons of bad publishing deals to building Culture Silicon, Rance explains why creatives need to understand the language of business, stop trading time for money, and invest in themselves before expecting others to invest in them.This episode is a masterclass for artists, producers, entrepreneurs, investors, and anyone trying to turn talent, relationships, and culture into long-term 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/

April 27, 202642 min

How Creators Monetize Their Fanbase in 2026 and Beyond 🛒 E167

In this episode of The Money Mondays Podcast, host Dan Fleyshman sits down with Tara Electra, founder of Unruly, for a deep dive into the modern creator economy, internet monetization, and the future of influencer income.Tara shares how creators can start making money online even without millions of followers, why consistency and authenticity matter more than ever, and how agencies like Unruly help talent turn direct fan attention into scalable revenue. Dan and Tara also discuss paywalls, OnlyFans, brand building, creator events, AI’s impact on influencers, and why creators need to think beyond short-term cash flow and start planning for long-term wealth.The conversation expands into investing, financial advisors, philanthropy, inheritance, and the mindset required to build lasting success while staying true to yourself online. Tara also breaks down why fan access, community, and culture are becoming some of the most valuable assets in business today.

April 12, 202631 min

From the Bronx to Building an Empire: Vince Ricci on Business, Investing & Giving Back 🏰 E166

In this special episode of Money Mondays, Dan Fleyshman sits down with entrepreneur Vince Ricci for a powerful conversation on making money, investing wisely, and creating lasting impact. Vince shares how he built Hubbell Studio into a premier full-service production company by focusing on elite service, loyalty, and long-term relationships. He also breaks down his approach to scaling brands, spotting real estate opportunities, and making investment decisions by betting on the person behind the business. The conversation goes far beyond business. Vince opens up about discipline, self-investment, fatherhood, pressure, and what it means to stay ready when life gets hard. He explains the mindset behind his “pull the trigger” philosophy and why decisive action, resilience, and personal accountability have shaped both his career and his life. On the charity side, Vince shares the growth of Trina’s Kids Foundation, from helping local families in the neighborhood around Hubbell Studio to creating large-scale toy drives and impact events across multiple cities. This episode is full of lessons on leadership, legacy, service, and building something that matters.Make sure you're fully utilizing AI in your business! https://www.gohighlevel.com/ai?fp_ref=ake72

March 23, 202628 min

Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI ⚕️ E165

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.Make sure you're fully utilizing AI in your business! ⁠https://www.gohighlevel.com/ai?fp_ref=ake72⁠Like 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/

March 16, 202636 min

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? Make sure you're fully utilizing AI in your business! ⁠⁠https://www.gohighlevel.com/ai?fp_ref=ake72⁠⁠Like 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/

March 10, 202623 min

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?Make sure you're fully utilizing AI in your business! ⁠⁠https://www.gohighlevel.com/ai?fp_ref=ake72⁠⁠Like 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/

March 2, 20261 hr 6 min

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.comLike 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/

February 23, 20261 hr 5 min

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?

February 16, 202632 min

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

February 9, 2026Episode 1591 hr 13 min

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. Try it free → danhighlevel.com/ai