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The Money Mondays Podcast
Jordan Belfort Trained an AI to Sell Like Him E161

Jordan Belfort Trained an AI to Sell Like Him E161

The Money Mondays vor 8 Monaten

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1:05:18

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?