The Money Mondays

Money Talks: Terrence J Breaks Down Wealth, Real Estate, and Giving Back đź’µ E160


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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.

The AI inside HighLevel is booking 250,000+ appointments every month without a human touching it. Voice AI answers missed calls and schedules meetings. Conversation AI handles lead follow-up 24/7. Over 2 million businesses run on this platform. Try it free for 14 days → danhighlevel.com/ai

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The Money MondaysBy Dan Fleyshman

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