The Money Mondays

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...

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 ...

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 t...

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 Vi...

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 mar...

In this episode of Money Mondays, Dan Fleyshman sits down with Aaron Singerman, CEO and founder of Redcon1, to talk about building one of the fastest growing sports supplement companies in the world, overcoming massive personal challenges, and scaling a brand in a fiercely competitive industry.Aaron Singerman is an entrepreneur and visionary leader best known for creating Redcon1, a powerhouse in the fitness and nutrition space wit...

In this episode of Money Mondays, Dan Fleyshman sits down with powerhouse entrepreneurs Cameron Forni and Dan DaSilva to talk about building disruptive brands, scaling companies to billion-dollar valuations, and staying ahead in competitive industries.---Cameron Forni is an entrepreneur, investor, and brand builder best known for founding Select Cannabis, which sold to Curaleaf in a landmark $1.27 billion deal. He recently launched...

In this episode of Money Mondays, we dive into real-world entrepreneurship, investing, and what college doesn’t teach you. David Guttman, serial entrepreneur with both eight- and nine-figure exits, shares how mindset, strategy, and timing shaped his career. Alongside him is Anna Prudchenko, an 18-year-old who skipped the traditional path to build her first company with David’s mentorship.

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Who is David Guttman?

David Guttman is an ...

In this episode of Money Mondays, Dan Fleyshman is joined by Yash Daftary and Dr. Jay Feldman to talk about what it takes to start and grow a business when you don’t feel “ready.” They share their journeys of overcoming fear, building momentum, and creating opportunities even in uncertain times.---Yash Daftary is an entrepreneur and investor passionate about building ventures that create long-term impact. He focuses on identifying ...

In this episode of The Money Mondays, Dan Fleyshman sits down with real estate developer, investor, and author Jarek Tadla to explore the deeper side of wealth.

Jarek shares his remarkable journey from earning $4 an hour as an immigrant dishwasher to building a billion-dollar real estate portfolio. But his story isn’t just about money—it’s about the mental, emotional, and spiritual battles that come with success.

Together, Dan and Ja...

In this episode of Money Mondays, Dan Fleyshman is joined by Sean Callagy, a legally blind entrepreneur, who shares how he built a self-funded billion-dollar company by mastering influence, building powerful relationships, and focusing on value-driven impact. He discusses making money, smart investing, and the power of giving back, all rooted in heart-centered leadership.---Sean Callagy is a legally blind attorney, speaker, and ent...

In this episode of Money Mondays, Dan Fleyshman is joined by Sean Kelly, host of the Digital Social Hour. They dive into the $15M ranch giveaway, the power of marketing, and how podcasts are becoming valuable assets in media.Sean shares his journey from joining Dan’s mastermind at 21 to building a top-ranked show that consistently goes viral, plus his strategies for guest selection, AI-driven prep, and what makes content resonate i...

This week, we’re joined by Chris Wright and Alex Smereczniak, co-founders of FRANZY, to explore why franchises are one of the most overlooked paths to building wealth. From scaling 30+ laundromats to disrupting the franchise broker model with AI, they share how their platform is helping everyday people become business owners with proven systems, minus the startup chaos.Chris and Alex are seasoned entrepreneurs who’ve scaled busines...

In this special live audience episode, Dan Fleyshman sits down with entrepreneur, investor, and marketing icon Tai Lopez to unpack the mindset and strategies behind his success. From breaking generational curses and finding millionaire mentors to building $100M funnels and personal brands, Tai shares candid stories, bold marketing lessons, and practical investing advice.

You’ll hear:

• How to escape the “tyranny of your ancestors” ...

In this powerhouse episode of The Money Mondays, Dan Fleyshman brings together two incredible entrepreneurs who are reshaping the way people build wealth, invest capital, and give back.• Gary Lipsky, founder of Break of Day Capital, shares how he went from producing indie films and running youth programs to managing $100M+ in real estate assets. He breaks down real estate syndications, how to spot red flags, and why passive investi...

In this powerful double-feature episode of The Money Mondays, Dan Fleyshman sits down with two globally acclaimed mindset mentors—Tim Storey, renowned life coach to the stars, and Natasha Graziano, bestselling author and social media powerhouse.🎤 First up, Tim Storey opens up about his journey from a two-bedroom apartment with seven people to sharing the stage with world leaders like Nelson Mandela and speaking to audiences of 10,...

In this special two-part episode of The Money Mondays, host Dan Fleyshman sits down with Greg Kimble and Steven Spence (@spence) for a high-impact conversation on wealth, mindset, and making a difference.

In the first half, Dan and Greg Kimble dive deep into:

• 🚀 How mentorship and masterminds changed Greg’s life from zero sales to multimillion-dollar businesses

• 🚀 The “Push Power to Power” principle and why most people blo...

In this special solo episode of The Money Mondays, Dan Fleyshman dives deep into the investment strategy that’s guided him for decades — the 40-40-20 Principle. If you’ve ever wondered how to protect your wealth while still leaving room for life-changing returns, this is the episode for you.

Dan breaks down:

📊 40% Low-Risk: How to earn consistent returns through CDs, gold, and the S&P 500 — even in a volatile market.

🏡 40% M...

Why do most restaurants fail—and how did Michael Chernow beat the odds twice? In this episode, he shares how he built two hit restaurant brands, scaled a wellness company, and turned personal adversity into entrepreneurial success. Real talk on risk, brand, grit, and building something that lasts.---Entrepreneur, restaurateur, and founder of Creatures of Habit, Michael Chernow built The Meatball Shop and Seymour’s into NYC staples ...