PodcastsBusinessThe Money Mondays

The Money Mondays

Dan Fleyshman
The Money Mondays
Latest episode

163 episodes

  • The Money Mondays

    Courtney Reum on Venture Capital, AI Hype & Smart Wealth Building 📈 E163

    10/03/2026 | 23 mins.
    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?
  • The Money Mondays

    Why Most People Aren’t Built for CEO Pressure (And That’s Okay) 💼 E162

    02/03/2026 | 1h 6 mins.
    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.com
    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/
  • The Money Mondays

    Jordan Belfort Trained an AI to Sell Like Him 🤖 E161

    23/02/2026 | 1h 5 mins.
    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?
  • The Money Mondays

    Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back 💵 E160

    16/02/2026 | 32 mins.
    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.
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  • The Money Mondays

    Founders, Creators, & Communities 🤝 E159

    09/02/2026 | 1h 13 mins.
    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.
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About The Money Mondays

“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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