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The Money Mondays: Daily Summaries Delivered
by Dan Fleyshman
“The Money Mondays” focuses on investments, cash flowing businesses, side hustles, and visual acts of charity. Viewers learn from experts, participate in charity efforts, and experience content in an “MTV Cribs” style setting. Many episodes are recorded with celebrities, influencers, and athletes in their homes, studios, and headquarters. Hosted by Dan Fleyshman, the youngest founder of a publicly traded company, who has angel invested in 43 companies and spoken at over 250 business industry events.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- Apr 27, 2026conversational42 min8-min read
How Creators Monetize Their Fanbase in 2026 and Beyond 🛒 E167
In this special episode of Money Mondays, host Dan sits down with social media entrepreneur Tara Electra in a podcast swap, discussing how creators can make money online, the evolution of influencer monetization through platforms like OnlyFans, the importance of building a brand and community, and the long-term financial and philanthropic responsibilities that come with wealth. Tara shares insights from her agency Unruly, which helps creators monetize beyond brand deals via paywalls, events, and AI-driven strategies.
- Apr 12, 2026solo31 min3-min read
From the Bronx to Building an Empire: Vince Ricci on Business, Investing & Giving Back 🏰 E166
Vince Ritchie built Hubble Studio into a full-service production powerhouse, expanded into multiple brands and real estate, and scaled Trina's Kids Foundation into a record-breaking charity — all by prioritizing human relationships, operational excellence, and personal discipline.
- Mar 23, 2026interview28 min2-min read
Paul Vigario on Scaling Medical Practices, Building Wealth, and Winning With AI
Paul Vigario, founder of surfct.com, reveals how doctors and dentists are trapped in compliance-driven, insurance-dependent practices that function more like jobs than scalable businesses, and how leveraging systems, brand-building, and AI can free them to create generational wealth — while warning that automation is rapidly displacing millions of jobs across industries.
- Mar 16, 2026interview36 min3-min read
Garrett White: The Truth About Wealth, Identity, and Relationships 📜 E164
True financial and personal success requires an integrated approach: building wealth, strengthening relationships, and giving back with intention. The most dangerous phase isn’t poverty or struggle—it’s success, where identity shifts, relationships fracture, and purpose can be lost without deliberate systems and values.
- Mar 10, 2026interview23 min3-min read
Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163
Courtney Reum, a reformed Goldman Sachs banker turned venture capitalist and entrepreneur, shares his journey from finance to building M13, a hybrid venture firm and family office, emphasizing the importance of founder grit, thesis-aligned investing, and financial transparency. He advocates for intentional wealth transfer, portfolio diversification beyond high-risk private ventures, and the transformative role of AI in both business and personal life.
- Mar 2, 2026solo1h 6m3-min read
Why Most People Aren’t Built for CEO Pressure (And That’s Okay) 💼 E162
Eric Spofford, a former drug addict and high school dropout, built and sold a $55M revenue addiction treatment business for $115M by focusing on personal transformation, professionalizing his company, and mastering the EBITDA multiple game. He emphasizes that real wealth comes not just from business mechanics, but from becoming the person capable of handling stress, scale, and success.
- Feb 23, 2026conversational1h 5m5-min read
Jordan Belfort Trained an AI to Sell Like Him 🤖 E161
In this episode of Money Mondays, host Dan interviews two guests — Jordan Belfort, the 'Wolf of Wall Street,' and Gavin Navarro, a Hollywood connector and entrepreneur — discussing how to make money, invest, and give back through charity. Belfort emphasizes mastering sales, entrepreneurship, and self-investment, while Navarro highlights leveraging relationships and passion in business. Both stress long-term investing, AI’s transformative role, and the importance of charitable giving.
- Feb 16, 2026interview32 min7-min read
Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back 💵 E160
Terrence J, a veteran of media and entertainment with over $100 million in box office success, transitioned from on-screen fame to financial literacy advocacy, emphasizing that long-term wealth comes not from income alone, but from education, strategic investing, and giving back. He stresses that authenticity, passion, and mentorship are critical for both career longevity and financial sustainability.
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What The Money Mondays Covers
Topics discussed across all episodes.
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About The Money Mondays
“The Money Mondays” focuses on investments, cash flowing businesses, side hustles, and visual acts of charity. Viewers learn from experts, participate in charity efforts, and experience content in an “MTV Cribs” style setting. Many episodes are recorded with celebrities, influencers, and athletes in their homes, studios, and headquarters. Hosted by Dan Fleyshman, the youngest founder of a publicly traded company, who has angel invested in 43 companies and spoken at over 250 business industry events.
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The Money Mondays covers topics including attention economy, automation in practice, Business entrepreneurship, business fundamentals, business strategy. Our AI identifies the specific themes in each episode and highlights what matters most to you.
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