The Lifestyle Investor - Investing, Passive Income, Wealth

243: He Analyzed 1,000+ Billionaire Strategies (Here’s What He Found) with Richard Wilson

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Jun 19, 2025

Richard Wilson, founder of Family Office Club and Billionaires.com, shares insights gained from analyzing over 1,000 billionaire strategies. He reveals the mental models used by the ultra-wealthy to spot lucrative deals and emphasizes the importance of niche investing. The conversation explores leveraging AI for better investment returns and the role of family values in creating a lasting legacy. Wilson also highlights the power of community engagement and mastermind groups to enhance financial growth and accountability.

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ANECDOTE

Decade-Long Quest for Billionaires.com

Richard Wilson tried for 12 years to buy billionaires.com, facing repeated rejections.
He finally acquired it during COVID to analyze billionaire strategies through interviews and public talks.

INSIGHT

Billionaire Mental Models

Billionaires share a hunger for ambition beyond comfort and a strong anti-herd mentality.
They pursue exponential, sometimes laughed-at, ideas instead of reasonable, herd-following ones.

INSIGHT

Exclusive Deal Access Advantage

Ultra-wealthy investors gain unique deal terms due to their reputation and power.
Access to exclusive deals is a key competitive advantage that ordinary investors should seek.

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What if you could tap into the exact investment strategies billionaires use to multiply their wealth—without being one?

In this episode, I’m joined by Richard Wilson, founder of the Family Office Club and Billionaires.com. Over the last 18 years, Richard has analyzed over 1,000 billionaire strategies, advised more than 250 family offices, and built the world’s largest network of ultra-wealthy investors.

Today, he’s sharing what he’s learned from nearly two decades studying how the ultra-wealthy think, invest, and structure deals. From mental models and niche investing to AI-powered tools and negotiation tactics, you’ll discover the exact strategies billionaires use—and how to apply them to grow your own wealth, no matter where you're starting.

In this episode, you’ll learn:

1.) How Richard built the #1 investor club for billionaires—and the exact mental models he’s seen them use to spot better deals and scale with precision.

2.) What he’s learned from interviewing hundreds of billionaires and centi-millionaires—including insights from Tony Robbins, Mark Cuban, Kevin Harrington, and many others.

3.) How to leverage AI to amplify your investment returns, streamline deal sourcing, and gain a competitive edge.

Show Notes: LifestyleInvestor.com/243

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