Episode #562: Breaking Down Sports Investment Trends with Andrew Petcash-Insights on Venture Capital and NIL
In this episode, host Pete Moore sits down with Andrew Petcash—former college basketball player, venture capitalist, and one of LinkedIn's most insightful voices on the business of sports. Andrew shares his journey from building a massive NBA YouTube channel as a teenager to founding Profluence Capital, a sports-focused venture fund that connects founders, investors, and cutting-edge sports businesses.
The conversation dives deep into Andrew's strategy for breaking down sports industry segments, sourcing valuable market data, and building authentic, action-oriented thought leadership (or, as Pete calls it, "action leadership!") He unpacks how his personal brand has become a powerful engine for attracting investment targets and shares why transparency in the investment process can spark even more opportunities in the ever-evolving sports landscape.
Whether you're an entrepreneur, investor, or just interested in youth and collegiate sports—including the ripple effects of NIL—this episode gives you a behind-the-scenes look at how major trends are being identified, funded, and built from the ground up. Petcash also offers candid advice for aspiring investors about the best ways to get involved in early-stage sports deals.
On their investment aproach, Petcash states, "Most of our companies have said we're their most helpful investor because we can also get them a lot of attention from our channels from a marketing lens. We also just have a huge network to get them more investment or to get them more customers or whatever."
Key themes discussed
- Building credibility through content and thought leadership.
- Action-oriented investing in sports and health sectors.
- Market research and sizing sports investment opportunities.
- Navigating early-stage venture capital and due diligence.
- Challenges and opportunities of NIL in college sports.
- The value of networks and relationships in sports investing.
A few key takeaways:
1. Content Creation as a Market Differentiator: Andrew leveraged his expertise in content creation to position himself as not just a thought leader, but an "action leader" in the sports and VC world. By sharing insights and market analysis on platforms like LinkedIn, he built trust, credibility, and created a network effect that brings founders and opportunities directly to him.
2. Unique Approach to Market Sizing and Research: Andrew highlights his process of identifying investment opportunities in sports—especially youth sports and the impact of NIL (Name, Image, Likeness) changes. He combines feedback from industry contacts, exclusive data access, and his own proprietary database, blending qualitative and quantitative insights not widely available elsewhere.
3. Innovative Venture Capital Model: Profluence goes beyond the typical VC approach. They split their portfolio between more predictable, linear investments (e.g., sports teams/events—what he calls "layer one" assets) and higher-upside venture bets. This aims to balance risk and ensure strong fund returns, even if only a few high-risk investments succeed.
4. The Value of Strategic Partnerships and Advisory Networks: Petcash also emphasized the importance of surrounding himself with subject matter experts and private equity partners as both LPs (limited partners) and advisors. This adds significant strategic value when evaluating deals and managing portfolio companies, helping Profluence "punch above its weight" in deal selection and support.
5. Advice to Investors-Use Funds Over Angel Investments: Both Pete and Andrew caution against direct angel investments into early-stage companies, unless you have professional oversight and industry-specific expertise. Instead, they recommend investing through established funds with strong governance and a relevant network—offering better diversification, professional vetting, and an increased chance of success.
Resources:
- Andrew Petcash: https://www.linkedin.com/in/andrewpetcash
- Profluence Capital: https://capital.profluence.com/team/andrew-petcash
- Prospect Wizard: https://www.theprospectwizard.com
- Promotion Vault: http://www.promotionvault.com
- HigherDose: http://www.higherdose.com
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This is Pete Moore on Halo Talks nyc. I have the pleasure of bringing
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to our audience Andrew Petcash, who is one of the
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most prolific content providers on LinkedIn.
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I started following him a couple of years ago. He's a VC now,
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ex college basketball player and
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venture capitalist. But what I really view him as is
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he could break down industry categories and segments and where the
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market's going and trends like I've never seen before.
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So kudos to him for articulating and
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understanding a market. And I feel like he definitely knows what's around
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the corner and what's about to come because he understands where it is today. So,
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Andrew, thanks for coming on the show. Appreciate Pete. Yeah, great to be here and
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appreciate the kind words too. Yeah. So could you just give a little background
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on, you know, being an entrepreneur coming out of school,
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talking about, you know, your Boston College, your Boston University,
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you know, roots and how you decided to kind of become
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who you are today and, and why you share all this information, you know,
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freely that, that I view makes you kind of the expert for
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sure. Yeah, I mean, I think it's a twofold. Both my parents were
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entrepreneurs, so it's in the blood. And then I built a big
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MBA YouTube channel when I was a teenager, so
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I knew how to build media. It always was interesting to me, like,
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hey, I can create something. In five years later, people can still
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be watching it, I can still be making money from it. And so it always
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just planted that in my head and obviously went and played college basketball at Boston
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University, which was amazing, actually. 2020, we made March
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Madness, but it was the one year in history, it got canceled,
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which sucks. So it always brings up weird feelings this time of year,
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but my bracket's doing really well. I got the final four
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correct. I just picked all 1 seeds this year. I was like, screw it. Yeah.
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And so hopefully come out on. On that side. And
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then, yeah, coming out of college built another media
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asset in college sports. I got Aqua hired by
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a sports company in Texas. And while I
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was there, I was thinking the next thing. And so I just started posting on
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LinkedIn, on Twitter, building my personal brand, seeing sports as this
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increasingly great asset class and opportunity. And I was like, hey, if I
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can go become a thought leader, I can get way out ahead of
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everyone else and people will bring everything to me. So leverage that
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to build a community of. We now have 700 plus founders and
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investors in there, all within sports. Uh, and then
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because we sit in the center of everything, we built this great ingestion engine,
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which a lot stems from my personal brand, which, you know, I have a good
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reputation and trust in the space now, which I hopefully, you know,
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can continue to keep. I think that's the most important thing. Was able to. To
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go raise a good first venture capital fund to start deploying into these
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opportunities now. Yeah, I was, yeah, I always wanted to be
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a thought leader. And then I also said, okay, I'm a thought leader now. I
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want to be an action leader. So I think you've kind of tipped the scale
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to like, you're an action leader now. And just for our audience, we'll have
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the links up, you know, on LinkedIn.com Ian
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Andrew Petcash that you should definitely follow. But
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some of the things that you're talking about, you know, we were talking about youth
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sports and that there's gonna be a lot of investment opportunities and this whole
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nil was gonna kind of cascade down or waterfall down
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into high school, more colleges, getting more money,
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you know, and you started to lay out like, here's the different categories and here's
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the areas to invest in. So talk about how you do
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your research, some of the market sizing
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that you do, which I don't think is really available, and you kind of like,
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kind of figure out what that. That TAM is, you know, total
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addressable market without really having any other primary
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data done. If you kind of just share how you think about building that up
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and when someone's looking at a market, you know, h. How you address
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that and kind of support that. Yeah, I mean, most of the data
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comes from a few different places. Number one, it comes from Industry
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leaders that are even deeper. So people that have built and used sports for
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20 plus years, that have exited companies, you know, built hundreds of millions of
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dollars in revenue companies, hey, what are you seeing? How big do you see it?
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And then doing some internal calculations or data and
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then working with some of the data providers who they want
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us to go share it because we have the audience, it makes them look good,
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it gives them credit. So now that we do stuff like that, we
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get a lot of the data just fed to us and then I have back
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end databases of like, okay, like I have this.
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When does it make sense to share it or what else do we want to
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put content around it or make investment decisions around it? So yeah, I
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mean to how you brought up like sharing versus
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keeping private is always a big internal discussion
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or even just discussion in my head of like, wow, am I giving away too
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much now? Because even though you're making moves and you know you're progressing
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forward, you know, by you posting something, you're still giving something to someone
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else that's going to go build off of it. But that's where I think you
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just get that abundance mindset where it's like, hey, they can go take it, but
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we really know it, we really understand it. Yeah. And you
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know, go add value to as many people come back around. Yeah, so,
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so, so from your like content strategy if you will
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and profluence, right. Pro. Profluence. Is that
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pronounced productly? Yeah, so profluence capital, you know, you're
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basically sharing all this information as the action leader
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and that kind of creates the credibility the way I'm playing it
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back to you that if I am in one of the sectors
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or, or subsectors that you are referencing and I know you have money,
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then not that you're like a, you know, independent sponsor, but you actually have capital.
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Like I want to partner with you because I feel like you get, you understand
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me. And if another private equity firm or
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venture capital group has some 22 year old kid, you know, cold calling me
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or email me with like a form letter which a lot of my clients get
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and they're like, oh, this private equity firm's interest for me, I'm like, bro, it's
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a form letter, okay. Like I could tell you where it's like insert here
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like your name of you and the name of the company. Like that's not somebody
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who like has done any work on anything. And
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sometimes I get that while we're under exclusivity on a deal. So I have a
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deal in place. Someone's like, hey, man, I just got, you know, these five VCs.
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Who. Interesting. Interested in me? I'm like, dude, there's a Salesforce link
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that. That actually merges this and they're sending it to you. And it's like, kind
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of the same from two of the four groups, so they're not really interested in
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you. Like, stay the course. Yeah. So hearkening back to, like, you're the
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action leader, got a fund. I'm putting this information out
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there. And now you're actually triggering the targets
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instead of saying, like, hey, I'm sharing this information with. With my competitors on
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the VC side. You know, my call is going to resonate
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or my introduction to them is going to resonate, vice versa, because
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I'm the expert and they're like, trailing. Yeah. Is that the way to
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think about it? Exactly right. And I love the word action leader because thought leader
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just implies, like, oh, you're putting good thoughts, but action leader implies,
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like, hey, we're putting thoughts out, but we're taking action. Like, we're doing stuff around
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it. So that's what I always say of, like, the content is going to continue
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to get better because, like, we actually. I don't just say,
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hey, this space is interesting. Like, we go deploy capital into it. Like, we're building
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in the space too, which is amazing. And then to your
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point, yeah, like, if we think an area is interesting, we're going to put content
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on about it, because then people are going to start to come to us, hey,
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I'm building this in that space. Right. And I can do it about anything and
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be like, hey, I find paddle interesting in Europe.
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Who's going to go build it in America? Well, and I'll get all the decks
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and companies and people that will come and, you
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know, then we'll have podcasts with some of the top people, and you just create
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this amazing flywheel is how we like to. To
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describe it. So, yeah, I mean, you're spot on. That's. And
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profluence itself, the word means to tell a
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narrative in an abundant way forward. So it's sort of like a little cool play
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of like, hey, we're using words and narrative to create this abundance or
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what we're trying to get to.
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This is Pete Moore. I want to let you in on a little secret. There's
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do is build a rewards program that lasts, that people value
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actions. A lot of companies are cutting back on rewards. You shouldn't be.
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Promotion vault. Your answer, Trust me, this is real.
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So I started Integrity Square 15 years ago tomorrow. And
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I used to live in Union Square in New York on 15th and
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5th. And prior to that, I was dating this girl.
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Woman. She bought me a rock that had the word integrity
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engraved in it. Cause I always loved the word Integrity Avenue. You don't. Right. So
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I put those two together. Cause you say, let's meet in the square. And I
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say now, like, if you're a client of Integrity Square, you're
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protected by the square. Kind of like an old school
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way of thinking. I was the goalie back in the day in soccer, so
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I wasn't responsible for us winning. I was responsible for us not losing. So I
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want to be like your advisor to, to. To. To play that forward.
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Also, during co, we wrote a book called Time to Win Again,
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which is like good to great meets, where's waldo. And it's 52 takeaways from
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Team sports to ensure your business success. So Dave, make sure we send
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it out to Andrew right after this. And it's basically like, take timeouts.
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Nobody takes timeouts in business. People do it. Sports, you
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know, know your competitors, you know, signals like everyone
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does, you know, scouting reports. But in business, you don't really do scouting
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reports the way you should and then take the points. So if
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somebody wants to buy your company and you can sell for 20,
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I could help you sell for 20. You want 22? I'm like, trust me, take
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the 20. It'll change your life. Not the 2 million after tax.
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So we'll get that out to you. So let me ask you a question. Being
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a venture capitalist and his background. I was
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a venture capitalist. I still am, but. But not in a good
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way. I became an angel investor in businesses. And
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I think that's a great Way to lose a lot of money. Because you're basically
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like not questioning the entrepreneur and you're
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basically saying, I believe in you and I'm not
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passive, I'm an active investor. But I say yes.
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Too much is what one of my weaknesses was.
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So being venture capital one, you know the percentages
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of what your batting average is going to be on a deal by deal basis.
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However, you get five or 10 and you hit one home run
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and you know, you basically you return the capital. So
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how do you screen one? What's your like
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if I come to you with a PowerPoint slide or deck and you
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say, hey, you know, what do you got? I'm like, I got an idea, it's
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on paper. Or hey, I got a pro, I got a beta or I'm already
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in the market. How do you kind of calibrate on your end
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what's too early? Because venture capital, there might never be a time was too
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early and then what's too late? We're like, hey man, I can't really help you
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or that's not my, that's not where I want to play. So how do you
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think about that? Yeah, another good question. So first, I think we
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all do a lot of things off who we learn from and who our mentors
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are. And so my mentor is a gentleman that runs a big private equity firm
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called Merit of Capital out of New York. And he very much.
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You have to sometimes try to fit in a box. Are you a pre seed
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seed investor? You private equity? More. It's like, but we don't try to fit in
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a box. Like we try to just do some of the best deals.
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And so we split our portfolio into two sides. There's really
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more the VC venture side and then there's really more the pe, like
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smaller returns but much more linear. We know we're going to go get wins
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there. So 50% of our portfolio is into teams, leagues,
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events. We call them layer one solutions in sports. So we're going to go, go
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drive 5, 10, 15x returns and we're, we can pretty
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much guarantee we're going to return our fund through just those and then we can
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go swing at the venture side and all we need is one of
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those to go crush it. And then we have a top, you know, quartile
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top 1% returning fund in the space
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or just even in, in general industry standards. And so already we're a year
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in again, it's all off markups and stuff. But we have,
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when you put both sides together, you know, we're already in the top.
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We're top quartile easily. And then we looked
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at. To your deck question. We looked at 1500 companies in year one.
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We did 13 investments. So it's under 1%,
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you know, that we're. We're executing on. And
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yeah, I mean, we know. We know the sectors. We know really well. And then
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another strategy was for the first fund, I went and people were
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like, hey, you got to build an advisory or, you know, you got to do
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something there. And so what I did is I wanted to go get private
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equity partners as both LPs and advisors, and
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then some exited sports founders. And so then I went and got all the subject
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matter experts that now have skin in the game, and I gave them a little
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bit of, you know, boost on top to incentivize
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them more. And so now if there's a space, I don't know well enough. Okay.
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Like, let me get my. Let me bring in another opinion. And so I feel
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like we've made really good decisions across the board. Again, we'll see. There's a little
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time lag, but so far, so good. Yeah. So. So
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one of the things that I had a problem with is that we made seven
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investments. We'll have two. Two big wins. Yeah. One.
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One will be a home run, one will be like a triple, and then there's
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probably a couple that we. Well, it's two. We had to shut down during COVID
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because there was a, you know, studio concept, what was
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called Switch Playground. So you switch to, like 20 different
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machines every. Every two minutes with a partner. So if ever,
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if anyone had Covid, everyone gets Covid, you know, so there really wasn't
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a way to pivot. That business called out of South Africa that we
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brought to the U.S. have you had any situation yet?
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We had to either shut down a company or you had to say, look, you
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guys had these. These milestones or these goals, and we didn't
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hit them. And what I was doing, I do an education
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platform called Halo Academy. And what I tell people is like, the way
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things used to be done, or no one really thinks about this anymore, is like,
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you get a series A round, okay. Or you get a friends and family that
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goes, well, you get a series A. Then that experiment
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goes, well, you get a series B, then you get a series C. But all
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those things are based on, like, I'm trying to get from a point A to
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point B, and if I get there, then I'm. Then I'm eligible
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to get another round. Whereas some of these Companies
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get a Series A and that's like, hold on man, like now you need like
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a bridge loan or you need me to meet, cover your payroll and I'm like
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your angel investor. I'm like, I didn't really sign up for the like
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access to my checking account. You know what I mean? So, so have you
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had any of those experiences yet of like how you deal with
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this portfolio that not everyone's going to be successful and I
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gotta, I gotta like cut it and I gotta tell the entrepreneur like, look man,
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it's not personal. Yeah, no, we
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haven't, fortunately. But we've had some pivots and again like how our
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portfolio is constructed. We take larger checks, larger ownership
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shares and the more linear IP plays where we control them a little bit more.
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The events, you know, USL team and pro soccer in the
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US like you can see it, you can feel it, we're in it. And
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so those have been great like this. On the tech side, we're taking smaller checks,
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smaller minority investments where we tell them like, hey, if you need things, put it
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in front of us. But we're, we're small strategic
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investors in those companies. You guys have elite investors that are writing the million, two
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million dollar checks. Like go to them if you really need to figure something
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out. Like we can help you on the real sports specific. And a lot of
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most, most of our companies have said we're, you know, their most
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helpful investor because we can also get them a lot of attention from our
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channels from a marketing lens. We also just have a huge network
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to get them more investment or to get them more customers or whatever.
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But yeah, on that side, you know, we'll hop on, we'll help. But
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like we're, we're very passive in a lot of ways because we're like,
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hey, we're just hoping one of the 15 of you goes and wins.
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But on this side, we need all of these to win and these are all
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going great on the IP side. And so that's,
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that's how we've done it for the first fund. We'll see as we progress what,
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how that changes or evolves. So, so it's a, we'll just do a public
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service announcement here to our audience who's listening to this, this show right
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now. If you're going to invest in early stage deals, try not to do it
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directly as a, as a, an individual investor into
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either a friend or someone, you know, make sure that there's an investment
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group, that one is going to help support the company as a Lead. If you're
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just putting in 50 to 250 grand, who's actually checking the
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valuation? Who actually has some level or semblance of corporate
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governance over the business that you're investing in? Because
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I've got a lot of, what I call, Andrew, expensive
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wallpaper of stock certificates that, you know,
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it probably could have been managed differently when I
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went into this, like, VC foray or put money behind your
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fund, you know, 10 years ago and say, hey, let these guys run and manage
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it. Because I got a day job and I thought I could also bat a
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thousand when I, when I turn 40. Because I thought I've seen all these
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movies before. Yeah, well, we also see a lot of, like right now,
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family offices, even trying to enter sports and do it themselves and do
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direct deals. And we go, great, go ahead. Like, it's going to be tough to
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navigate. We know they're going to come back around and just give. They're going
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to invest in us to go make the best decisions because we know it, we're
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really deep ingrained in it. But right now, even again, sort of similar
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to you said, like individuals, hey, I want to do some sports deals. Why, why
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would you go? Right. And this is just my opinion and obviously I'm biased because
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we have a vehicle to do it. But it's like, and I went in angel
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invested way too much at my age of my net worth and angel
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investing into seven deals too, before I went to the fun side. You try to
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make me feel better. Thank you. Yeah, yeah, so, but it's like,
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I would have much rather taken those seven that I really had. No,
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like, and just put all that money just into a vehicle and know,
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hey, yeah, maybe I'm not going to hit that one direct. And it's going to
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be a lower return, but it's still way higher than any. It's way. It's going
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to be way higher than the S and P than anything else. Right. And so
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it's like, it's. I would urge most people, yeah, just, just
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go into a fund but make sure it's established, make sure there's good people around
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it, still do the due diligence on that. But yeah, I mean, all of our
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investors, like, I mean, a lot of them are exited sports founders. They could literally
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probably go do it themselves, but they understand, like, hey, let's, let's go
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do it together. It's better that way. We'll drive. We'll drive.
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You know, more returns and, and more impact in the space. So, yeah, it's A
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good call up foreign.
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This is Pete Moore. Here's the last tip for you of the podcast.
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Just as good as the workout.
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So we got a couple minutes left here. When you take a look at what's
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happened in college sports and you said, hey, I got my bracket right? I got
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the top four teams that are all number one in their, in their region
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going to March Madness to the final four. You know,
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as you take a look at this whole nil and basically like I was
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watching, I don't know if you watched. Did you watch A red storm rising on
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Vice Hulu? Yeah, it was
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basically. And it was great if anyone wants to watch this. But he was like,
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you look Kadari. You know, we, we blew SE hall out of the water was
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what we're paying him. So you know, he basically better hit that shot because you
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know, and it basically like chimed to me is like these kids are.
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There's the term student athlete should basically be a
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retired term. Just like I want to retire the word wellness because
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the antonym of illness. So it's like if you're not sick, you're okay. And
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I'm just like, that's why we came up this term Halo health active lifestyle outdoors.
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We're trying to create the halo sector. We're not trying to create the wellness industry.
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But these guys basically work for the St. John's athletic department. Right.
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That you know, if you look at the at all players in college sports now.
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So how do you see that as an opportunity? Do you think that
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in a year or two, five years from now, profluence owns 20%
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of the university. You know, UCF's athletic
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department. Is that, is that a viable, like, result of the
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nil? Yeah, 100%. I mean, I think part of the reason we got in
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is all this goes downstream. There's a ton of opportunity, both in college
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and then into youth and amateur sports, but also international.
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There's, I mean, there's no, like, if you look at India, for example, there's no
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collegiate system there. So, like, it's a big undertaking, it's
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a big, you know, challenge. But if you can go build even a similar
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system there, I mean, you're, that's a massive opportunity. So I think
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that's what's cool about sports is it's going more global and it's still
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very underserved and under built in a lot of areas. And then even looking
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in America, you have FIFA World Cup 2026, and you have the Olympics, L.A.
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28, and you have the Winter Olympics. I think it's 20, 34,
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2 or somewhere in there. Right. And so we have this great
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10 to 20 year run and we're at the ground floor of it.
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And so, yeah, I mean, there's a ton of opportunity. Again, you
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just, you have to really study the space and know the
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nuance and bring the right people. Because sports also,
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it's, it is very relationship based. And if you don't have some of the right
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relationships, you might have the best product, you might have the best service, but
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you don't know the right person so you can't get what you need to get
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done. Which is, I think, unique to, compared to a lot of other industries.
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Yeah. All right, man. Well, look, I appreciate you coming on. I'm one of your
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loyal followers. Keep up the content and the work. I love that you share it
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with everyone because it helps frame the opportunities. And I agree with you
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that the more interest there is it kind of, please, to your
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advantage long term because it could be private equity firms that might read this and
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say, hey, it's too early and they'll be the buyers of, you know, some of
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your investments. So. Exactly. Yeah. All right, man, Keep up the great
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work and action leader. That'll be your term in Halo. And we're going to
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get you a copy of our book that you'll, I'm sure you'll thoroughly enjoy.
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00:24:56,390 --> 00:24:58,750
All right. Awesome, awesome. Thank you. Appreciate it.