The Money Mondays

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...

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...

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 ...

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 ...

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 investi...

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 buildi...

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-l...

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 o...

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...

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 tr...

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 ...