How To Build Your $100M Life w/ David Osborn

Capitalism.com with Ryan Daniel Moran

Capitalism.com

Entrepreneur, Amazon, Lifestyledesign, Investing, Startup, Ryandanielmoran, Finance, Cashflow, Freedomfastlane, Lifestyle, Business, Passiveincome, Financialfreedom, Entrepreneurship

4.8 • 793 Ratings

🗓️ 30 April 2025

⏱️ 101 minutes

🔗️ Recording | iTunes | RSS

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Summary

David Osborn built a $200 million net worth from the ground up, becoming the largest franchise owner in Keller Williams history and founding a nine-figure private equity firm. But that’s not the whole story. In this conversation, David breaks down how he made his first $100M, the trap of chasing more, and what it really means to live a wealthy life. From 15-hour days and hiring disasters to building empires through people—not hustle—David shares what most millionaires won’t. This episode is a masterclass in mindset, leadership, leverage, and the shift from success to significance.

If you're ready to start your road to $1M, head to https://capitalism.com/challenge

Transcript

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0:00.0	David Osborne is worth $200 million. How did you make your first hundred million?
0:05.5	Ryan, that's a good question. I worked as hard as I could. And it's almost impossible to get out of the rat race.
0:10.6	Even if you make one or two million a year, if all you know how to do is work hard and make money.
0:14.4	He is the owner of the largest Keller Williams franchise ever in history.
0:20.2	Why not me? I remember saying that to myself,
0:21.9	because I would have these doubts.
0:23.4	Who am I?
0:24.4	I viewed myself as a guy already worth a hundred million.
0:27.4	I just hadn't arrived at that destination yet.
0:29.8	You trust yourself.
0:31.0	I fucking know myself.
0:33.0	If I say I'm going to do something,
0:34.6	I'll eat fucking likely.
0:36.4	I'm going to do what I say I'm going to do., highly fucking likely. I'm going to do what I say I'm going to do.
0:38.3	Because that's what I learned works.
0:39.3	What works is you keep your word to yourself.
0:42.3	He is the owner of a multi-nine-figure private equity group,
0:46.3	and he's helped play a role in countless millionaire success stories.
0:51.3	You can't get there unless you get there through other people.
0:54.5	I don't know anyone that builds massive wealth without other people doing it.
0:59.3	He's the author of several books.
1:02.7	He is an active father, owns a private jet, lives the life that many people aspire to live.
	...

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