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The Money Mondays

Why So Many Millionaire Athletes Lose Everything (and How to Avoid It) 🏋️‍♂️ EP145

The Money Mondays

Dan Fleyshman

Business, Entrepreneurship

4.3483 Ratings

🗓️ 27 October 2025

⏱️ 17 minutes

🧾️ Download transcript

Summary

In this episode of The Money Mondays podcast, Dan Fleyshman sits down with Chip Paucek to discuss the challenges and opportunities faced by professional athletes after retirement. Chip shares how his organization, ProAthlete Community (PAC), described as “YPO for pro athletes” helps athletes transition from sports to successful careers and investments through mentorship, education, and connection. The conversation dives deep into the mindset shifts needed to thrive beyond the spotlight, from financial literacy to finding purpose through charity and community building.Christopher J. Paucek also known as "Chip Paucek" is the co-founder and CEO of ProAthlete Community, an organization designed to support professional athletes in unlocking their long-term potential. Before founding PAC, Chip was the co-founder and CEO of 2U, one of the world’s largest online education companies, which he took public and grew to nearly a billion dollars in revenue. With decades of entrepreneurial experience, Chip is now dedicated to empowering elite athletes to channel their discipline and drive into new ventures, education, and philanthropy after their playing careers end.Like this episode? Watch more like it 👇UFC Michael Chandler & CEO Wes Watson Talk MONEY 💸: https://youtu.be/e2J-QZU3cQE7x Mr Olympia Flex Lewis & Bedros Keuilian's TOP MONEY TIPS 💪: https://youtu.be/LAA-OsePAOQMowing Lawns to Madison Square: The Grind to Pro | Andre Berto 🥊 : https://youtu.be/INn4jL1iRR4NFL Player Turned Real Estate Investor & CEO of RepeatMD w/ Larry English & Phil Sitter 💵 : https://youtu.be/Gk07Zz56MFgWatch ALL Full Episodes Here: https://www.youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6k---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! Subscribe: https://www.youtube.com/@themoneymondays?sub_confirmation=1Dan Fleyshman,The Money MondaysLearn more here: https://themoneymondays.comWatch all the podcast episodes: https://youtube.com/playlist?list=PLs0D-M5aH-0IOUKtQPKts-VZfO55mfH6kLet’s Connect...Website: https://themoneymondays.comPodcast: https://podcasts.apple.com/us/podcast/the-money-mondays/id1663564091Twitter: https://twitter.com/themoneymondaysLinkedIn: https://www.linkedin.com/company/the-money-mondays/about/TikTok: https://tiktok.com/@themoneymondaysFB: https://www.facebook.com/The-Money-Mondays-110233585203220/

Transcript

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0:00.0

Ladies and gentlemen, welcome to the Monday Monday's podcast where normally I'm inside of an

0:09.7

RV motorhome, but today I'm at the Zeta Global Live Conference.

0:13.4

We have over 2,000 CMOs and CEOs downstairs for different brands and executives.

0:19.5

One of them is sitting right across the table from me. So I want to make these special edition episodes. Normally these podcasts are around 30 to 40 minutes. These episodes are only 20 to 25 minutes because we're trying to go back to back to back. And there's a live event going downstairs. So the speakers, like my next guest, need to go over to get speaking on stage. As you guys know, we cover three core topics, how to make money, how to invest money,

0:38.6

how to give away to charity. This gentleman has not only done it himself, he's inspired thousands of athletes and executives to do the same thing out into the world. So without further ado, Chip, if you can give us a quick two-minute bio, so we get straight to the money. Sure. Great to be here. Chip Poussack, co-founder, CEO, pro athlete community.

0:55.7

It's like YPO for pro athletes. So it's education and mentoring for

0:59.2

pro athletes to help unlock their their long-term future. They're incredibly elite people that

1:05.8

candidly did not actually win because of their athletic ability. I know that sounds crazy.

1:10.5

You think, no, they're pro athletes. They actually won because of grit, rigor, drive, resilience,

1:14.6

and they just need exposure to new opportunities. And when they get done playing, if they're

1:19.5

going the right direction, it's amazing what they can accomplish. So started it three years ago.

1:24.1

The company that I started before that, when I was 37, I'm 54 now, when I was 37,

1:28.8

I started a company called 2U, one of the biggest online education companies in the world.

1:33.3

So I took a public, got it close to a billion in revenue, was a public CEO for 10 years. So

1:38.8

left to do this. And, you know, I really think long term, this will be the most important

1:43.9

thing that I do in my career.

1:45.7

Wow.

1:46.7

Why is it important for athletes to come together, to learn?

1:50.0

We have obviously heard that, you know, the statistic that 85% of NFL athletes end up going bankrupt within five years of leaving the league.

1:57.6

Whether that number is 74%, 92%, who knows the actual number, let's just use that as a general number. That's staggering. Even if it's 20, 30%, that would be staggering and sad. Talk us through why you decide to do it and why it's important for athletes to consider joining groups like this. You know, the community of people we serve, they're remarkable and people don't understand how challenging the setup is for them.

2:19.4

So when people hear the story of pro-athlet community, they tend to think of that ESPN show 30-for-30 broke, where it's like, oh, these guys made so much money and then they lose their money.

2:29.0

The challenge of being a pro-athlete, like you're so good at this particular thing, whether it's football or

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