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David Osborn

David Osborn

David Osborn is a serial entrepreneur, co-founder of GoBundance, and Co-Founder & Chairman of Waterloo Associates, a single-family real estate private equity firm based in Austin, Texas. He is a WSJ best-selling author of Wealth Can't Wait and Tribe of Millionaires.

Aug 25, 2026

5:05
Yeah
5:06
... and three months, and then she's 18.
5:08
Now, maybe she's sticking around till she's 19.
5:10
I don't know.
5:10
So maybe we got three years.
5:12
And then it's college, and then she's gone, right? So, um, my goal with my family is to love them hard, make sure that I'm doing everything I can to keep them engaged in something that they're purposeful and passionate about, um, make sure they have a charitable reason, and then, you know, love my wife hard.
5:31
I don't, I don't know about you, but I find the loving of the wife is the hardest part.
5:34
Mm.
21:35
If I'm a high-powered entrepreneur today and I say, I just need to do a better job with the frequency or the quality of my goals, what do I need to learn from David Osborne about this practice?
21:45
So goals for me are a way of calling forth your future.
21:48
So you have this beautiful potential in life because we are divine beings and we have this divine spark within us.
21:55
And we get to co-create with the universe, if you believe what I believe, a bright and shiny future.
22:02
And the way you do that is considering what you'd like to bring forth in the world, what your area of service is, what you would like to do, what you'd like to contribute, and then designing sort of a flight plan for that.
22:15
When a pilot gets into a plane, they don't just sort of go, oh, I'm going to go from Austin to New York.
22:19
I know it's roughly that way.

20 MINS LATER

42:35
Was the email the greatest tactical step you took on leveraging your time? Or was there something else that you would say created the most bandwidth for you and your business and your life once you implemented it?
MatthiasHOST
4:22
Um, tell us about how you were, uh, 26, broke and starting over, and what was a single belief or decision that shifted your trajectory? How do you still instill that same belief in the brokers and investors you work with today?
4:33
If you're like any...
4:34
If you're like me or if you're like w- most humans, we're full of doubts.
4:38
You know, we're full of anxieties, we're full of critical s- thoughts, you know, like...
4:42
And for me, after selling for three years, uh, my mom had opened a brokerage up in Dallas, a couple of them actually, and they weren't doing very well.
4:49
They were...
4:50
She, she was actually under a lot of stress.

26 MINS LATER

MatthiasHOST
30:52
Wow

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