
Chantell Preston
5
APPEARANCES
5
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Oct 6, 2026
The Success Lie: Entrepreneur and Investor Chantell Preston on Women, Wealth and Investing in Women
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Chantell PrestonGUEST
So it was kind of an interesting scenario because when I sold my business, I thought all the women did the same thing and wrote big checks directly to the companies.

Chantell PrestonGUEST
And I was doing a lot of direct investing because I didn't even realize these funds existed, to be honest.

Chantell PrestonGUEST
41 years old and I just thought the only way to invest in a company is directly.

Chantell PrestonGUEST
Well, then I started getting introduced to other funds that I was really intrigued by.
Bold Statement: "Stop Watching, Start Owning: Chantell Preston on Investing in Women's Sports"
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4:34SarahHOST
That's right.

Chantell PrestonGUEST
And whether it's surrounding us with the right folks, I mean, we went out and we found the best of the best in the business, people that knew way more than we did.

Chantell PrestonGUEST
We created a culture and environment where they really wanted to be there, and we wanted to be part of their ownership too.

Chantell PrestonGUEST
And so if you can do that, then when you exit, you don't have to be the one that's still there.

Chantell PrestonGUEST
And also, it increases your value tremendously because the buyer's not just focused on you as an individual.
13 MINS LATER
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18:03SarahHOST
That's right.

Chantell PrestonGUEST
Right? So we brought in the best of the best that could help us build a company.

Chantell PrestonGUEST
It's not just about the team, but the governance, the leadership, the culture, all of those things we're having to do at the same time while standing up the team.
The Success Lie Women Are Told About Having It All
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10:15Jeannie WaldenHOST
So y- so you sell the company to private equity in 2015, and then what happens with you?

Chantell PrestonGUEST
You know, in my life growing up, success was all based around money and title.

Chantell PrestonGUEST
And so I thought that if I got to that point, that everything in my life would fall into place.

Chantell PrestonGUEST
Everything would be perfect, right? The white picket fence, the perfect family, perfect career.
5 MINS LATER
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16:02speaker_0ADVERTISER
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Breakthrough Conversation with Chantell Preston
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Chantell PrestonGUEST
So, you know, I started in a really interesting way because I played baseball in Oklahoma when I was a kid and I was the only female that played.

Chantell PrestonGUEST
And I got to the point at the age of 12 where they said, we just won't let you play anymore because the boys are getting stronger and we're scared you're going to get hurt.

Chantell PrestonGUEST
And I didn't like that, to be honest, because I could hold my own with any of the boys.

Chantell PrestonGUEST
And so, but it taught me so many great lessons, resilience, how to lose, but still support, confidence, all those things that it taught me, I feel like helped me get to where I am in my business career.
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So can you share a little bit more about why was that important to you? And, and I guess the, you know, the other piece to like, what are you learning now from really building an ownership group from the ground up?
Rewriting the Rules Nobody Asked You to Follow
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3:26Julie ReislerHOST
For those who don't know you yet, maybe a little bit, I know this is a big, old question, but, you know, in terms of your, some of the key point pivotal moments growing up to what led you into this work around redefining success, leadership, how to even, like, what does that even mean? Where, where would you like to start? I'll let you, you go wherever intuitively you'd like to start for people to get to know you.

Chantell PrestonGUEST
Well, I think it's, it's kind of a, it's kind of a messy story like everyone else's is.

Chantell PrestonGUEST
You know, where we think we're headed in life and where we end up are usually two different things.

Chantell PrestonGUEST
But, uh, Julie, I grew up in a family where success was all revolved around money and title.
19 MINS LATER
