<p>On this episode of <strong>The Money Mondays Podcast</strong>, Dan Fleyshman sits down with <strong>Jordan Belfort (The Wolf of Wall Street)</strong> and Hollywood super-connector <strong>Gavin Navarro</strong> for a rapid-fire masterclass on the three Money Mondays pillars: <strong>how to make money, how to invest it, and how to give it away.</strong></p><p>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 <strong>sales is the ultimate life skill</strong>, how to treat rejection as a <strong>numbers game</strong>, and why top performers don’t waste time trying to “convert” hard no’s.</p><p>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.</p><p>On the investing side, Jordan shares his long-term approach (including <strong>S&amp;P 500 and Bitcoin</strong>), while Dan lays out his <strong>40/40/20 framework</strong> 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.</p><p>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: <strong>what percentage of your net worth should go to your family?</strong></p>

The Money Mondays

Dan Fleyshman

Jordan Belfort Trained an AI to Sell Like Him 🤖 E161

FEB 23, 202665 MIN
The Money Mondays

Jordan Belfort Trained an AI to Sell Like Him 🤖 E161

FEB 23, 202665 MIN

Description

<p>On this episode of <strong>The Money Mondays Podcast</strong>, Dan Fleyshman sits down with <strong>Jordan Belfort (The Wolf of Wall Street)</strong> and Hollywood super-connector <strong>Gavin Navarro</strong> for a rapid-fire masterclass on the three Money Mondays pillars: <strong>how to make money, how to invest it, and how to give it away.</strong></p><p>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 <strong>sales is the ultimate life skill</strong>, how to treat rejection as a <strong>numbers game</strong>, and why top performers don’t waste time trying to “convert” hard no’s.</p><p>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.</p><p>On the investing side, Jordan shares his long-term approach (including <strong>S&amp;P 500 and Bitcoin</strong>), while Dan lays out his <strong>40/40/20 framework</strong> 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.</p><p>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: <strong>what percentage of your net worth should go to your family?</strong></p>