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I saw all these people surrounding this one person.
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And I said, why is everyone waiting to talk to that person?
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Why are they like hanging on that person's every word?
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And they're like, oh, that guy's a venture capitalist, or it could be an angel investor.
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And I said, Oh, what?
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I didn't even know what that even meant.
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I was like, wait a sec, what is that?
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He said, that's the person that makes all of our dreams come true.
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What I do is I invest in incredible entrepreneurs who are trying to do things that are truly many people look at them as impossible.
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But we as venture capitalists, investors, try to help them make the impossible possible.
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Hello and welcome to the Career Journey Podcast, No Wrong Choices.
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I'm Larry Samuels, and I'll be joined in just a moment by Larry Shea.
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This episode features the sports tech venture capitalist, entrepreneur, and podcast host, Wayne Kimmel.
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He's also the author of a great book titled Six Degrees.
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Before we bring Wayne in, please be sure to follow and subscribe to our show wherever you're listening right now.
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Let's get started.
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Wayne, thank you so much for joining us.
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It's great to be on the show, and I'm excited to have this conversation with you and Larry.
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Yeah, we're we're really glad you're here.
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It's funny.
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I was just thinking the first time we met was more than five years ago when we were on some sort of a sports betting or gambling panel.
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I forget what it was.
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Then we recently bumped into each other at a sports business conference, and I just knew we had to have you on.
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So again, it's really great to see you.
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Absolutely.
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It's great to see you.
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It's great to, you know, reconnect and share what's really happened over the last several years.
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It's really something that is very, very exciting.
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What's happened within the sports industry, the overall industry, become an asset class, what our team at 76 Capital, we've been able to do.
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Excited to share with you some of the exciting companies that we've built and sold, and you know, just all the exciting things that are happening around sports technology and how data is being used across the industry today and analytics, and and of course, now with the bringing in AI into the mid in the middle of everything, I mean,
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it is really exciting to see what what the future of sports is going to look like.
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So before we dig into all of that, just for some of our listeners who may not know you know what a venture capitalist is and beyond, can you paint the picture for us?
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You know, who is Wayne and what do you do?
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Exactly.
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I'm Wayne Kimmel.
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And more than anything else, I I'm a father and a and a husband and and someone that really loves what I do.
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And what I do is I invest in incredible entrepreneurs who are trying to do things that are truly many people look at them as impossible.
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But we as venture capitalists, investors, try to help them make the impossible possible.
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And it is really something that is super exciting to do, especially because of the industry that we invest in.
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We're investing in sports, we're investing in an industry that people love.
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People play sports every day, they watch sports every day, they want their kids to be the next LeBron, Serena, or Caitlin Clark.
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And we get to work in this industry every single day and help people build incredible companies.
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Well, I have to tell you, after reading your book, I'm super charged about this.
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Larry Shea, it's super nice to meet you.
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And uh, we can't wait to dig into all of this because after reading your book, I'm now of the belief that I can raise $77 million and make any venture capital happen.
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And I know nothing about anything.
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So I'm sure it's that easy, right?
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It's gotta be.
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We'll dig into all of that.
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Don't worry, and no, it is not easy.
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Let's bring you back to the beginning.
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Let's bring you back to those Philadelphia roots, to your family.
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I know that your family played a big part in who you are today and how you grew up and the principles that you believe in.
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So let's start with the foundation right there in Philly.
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What was the dream and what was it growing up like with your family?
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I was really lucky.
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Amazing parents.
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Unfortunately, my my dad's not around anymore, but my mom is.
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I have two sisters and a brother.
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And one of the things that we learned from our parents was all about just doing the right thing and helping others.
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That's what it was always all about.
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And it was always about, you know, making sure that you just do the right thing.
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That was that was a very important thing.
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And also, whatever you go do, whatever path you want to take in life, that you can go make that happen.
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You can go do it.
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And that was something that we learned very early.
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And you know, you mentioned I was I was from Philly.
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Um, I always say I'm from Philly and I was always a Philly fan, but I actually grew up in Delaware for most of my early childhood.
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It was a great place to grow up.
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Went to the University of Maryland after that, and then went to law school.
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And I and I thought I was gonna be a lawyer.
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I was gonna follow my dad's footsteps because that's what nice Jewish boys do.
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You know, they either become lawyers or doctors.
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So um that was the plan, and and did it didn't go exactly as planned.
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I I did become a lawyer.
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I'm very thankful, actually, almost every single day of my business career that I am a lawyer.
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And I think it's it's very helpful to have that kind of background.
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But growing up was great.
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I mean, we we all played sports, all my siblings, and you know, that was a big part of our lives.
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And none of us made it to the pros.
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We all tried.
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But but now, look, uh, get to play in that world, you know, every single day.
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And it's uh I I love it.
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When you look back at your youth, beyond your great upbringing and your talents, what were your passions?
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Like clearly you were into sports, but when you look back at that time, can you say, yeah, you know, I was kind of always heading in in this direction?
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Like, what were your passions?
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What were your talents?
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I was incredibly passionate about sports.
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I wanted to play in the major leagues, I wanted to play in the NBA.
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You know, like that's I figured I could somehow get there.
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It didn't, it didn't happen.
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But what I did do is broadcasting.
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My last couple years in high school, I would help broadcast some of the football games, and then, you know, started in college where I would broadcast, you know, and did everything from play by play to color for the University of Maryland football games and basketball games.
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And it kept me close to the world of sports.
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It allowed me to be around the people that were making things happen in the in the sports industry.
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And man, it was a blast.
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I love talking about my senior year at the University of Maryland, and it was we we were wrapping up the football season, and we, you know, I loved getting together in the press room and meeting the other people that were in the press, the newspaper writers, they had newspapers back then.
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Um, and and right, we remember those days, guys, right?
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Sports, uh sports weekly, baseball weekly, all that stuff.
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And it was crazy.
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There were these two um Washington Post reporters who I'd gotten to know over the years, and you know, they said to me, you know, what are you doing next?
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And they figured I was gonna end up, you know, I was gonna tell them I was going to go work in some small town and some radio place or whatever.
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And they said to me, I said, No, I'm actually going to law school.
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They're like, that's so smart.
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Oh my God, you don't you don't want to be in this business.
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Well, the crazy thing is those two guys who who said that to me, one was Tony Kornheiser and the other was Michael Wilbaum.
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Wow.
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Two incredibly successful broadcasters who at the time were just newspaper writers.
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They're like, Yeah, but they hug in there long enough.
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And now, you know, and now PTI and all the amazing things that they've done.
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It's incredible.
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And I just look back on those times and you know, and loved it.
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Loved it.
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And I was really fortunate to be able to get to do that.
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And even the cooler thing on that was the fact that uh my son is a is a senior now at the University of Maryland, and you know, he's been working in the athletic department, and he's getting to work all the different games and do a lot of different things that that I got to do, and and seeing him there now is is means a lot to me.
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I also grew up in a Jewish household, so I grew up with lots of expectations around me.
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I th I think I disappointed them across the board, but things worked out.
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For you, I I'm curious.
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You you'd worked so hard um on the broadcasting stuff, uh, the writing, the reporting, et cetera, et cetera.
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Why didn't you follow that through?
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Was it really the pressure of your folks, or like what was it?
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It was kind of I thought it was the plan, right?
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It was the plan to just go to law school and go work with my dad.
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Like that's what I was gonna do to do.
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And I and I we had such an amazing relationship.
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I was thrilled.
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I was like, this is gonna be amazing.
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We'll we'll go, you know, continue to help him and get to spend all this time with him and build this this practice.
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And that was so you didn't feel like you were missing out?
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No, I really I didn't.
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I figured I'd somehow be able to work in the sports stuff in some way, but I I had no idea that it would go this direction.
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Were you a good student?
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Was this something that came easy to you, or did you have to work especially hard on it?
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I mean, most people have this perception of a lawyer as like, ah, there's just this super smart guy and everything comes easy.
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Was it easy?
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Nothing's easy.
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I mean, we're we're constantly always working, trying our our best.
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You know, look, it one of the things that we we always talk about is look, you gotta hustle.
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You gotta go just make things happen and and work hard.
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As coaches say, or I would hear from my dad, you know, you gotta be the the first one there and the last one to leave.
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That's that's just how it is, right?
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I mean, that's what you gotta do.
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You gotta put your work in.
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That's what the you know, you look at the best of the best, whatever industry, whether it's sports or not.
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I mean, people that put the work in are the ones that really are the most successful.
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I was fortunate to be able to have that sort of ingrained in my head from the very beginning.
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At what point does the idea that you're gonna work with your dad and work in his firm shift to something completely different?
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What was the impetus of that?
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Do you remember, was it a moment?
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Was it a series of events?
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What happened?
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It was a series of of a couple things.
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It was the mid-90s, and you know, the mid-90s was when the internet was just getting going.
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And, you know, I was going to work every day in a suit, you know, that whole thing, out of law school, and there I am going to being in a law firm.
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And I had friends that were starting tech companies and were in this internet world, and it was crazy.
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They're going to work in jeans and sneakers and t-shirts, and they're telling all the suits what to do, basically, you know, and I and I so one day I was uh with a friend and I was at an event in New York City, and he went, he invited me up to this event, and I saw all these people surrounding this one person.
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And I said, I'm like, why is everyone waiting to talk to that person?
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Why are they like hanging on that person's every word?
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And they're like, Oh, that guy's a venture capitalist, or it could be an angel investor.
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And I said, Oh, what?
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I said, you know, look, I'm a I I don't even know what that even meant.
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And I was like, wait a second, what what is that?
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He said, That's the person that makes all of our dreams come true.
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And I said, Wow, I'd like to be one of those people someday, right?
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So I had to figure that out, and that's what really started everything.
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So, how did you figure that out?
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What steps did you take to explore that world?
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I started to say to myself, like, I just can't sit in a law firm in Wilmington, Delaware for the rest of my life here, and I gotta get out of here.
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I gotta figure this out.
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I gotta dive, dive into this world, I gotta start meeting people and networking and just learning about this world.
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And it was amazing, you know, meeting with entrepreneurs, meeting with executives, meeting with people that were saying that you're crazy, go back to the law firm, or this is or no, this is an amazing opportunity, come and be part of this.
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I just kept meeting more and more people, and it really helped form my next part of my journey.
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You know, I really think one of your superpowers is networking, and you talk about it so much in the book.
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And I really kind of want you to go through that.
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I mean, you literally describe how to work a room, you describe just half of life as just showing up.
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I would dress the part and walk in like I belonged, things of that nature.
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You talk about being at the breakfast every morning because that's where all the power brokers were.
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I really want you to talk about your philosophy of networking because I really think it was instrumental to your career.
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I was telling Larry before you jumped on that I did an acting class, I was trying to become an actor, and one of these seminars that I went to talked more about find out who the producer is, who the director is, and know what they look like.
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Because if you're standing next to them in a Starbucks and you don't know it, what good does it do you?
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And I really feel when I was reading your book that that was part of what you did is you knew who these people were, so that if you bumped into them, you had something to say and you had some value there.
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It's a great point.
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And and uh, and was one of the reasons I wrote the book was there was no guidebook on how to do this.
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It was a lot of I'm like, well, it makes sense if you want, like you said, if you want you you're standing next to someone and they happen to be someone who's important, it'd be nice to be able to at least say hello to them and shake their hand.
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But that's like pretty nerve-wracking and pretty scary to do.
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It's a scary thing to do.
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It's scary to walk into a cocktail party with a thousand people in the room and you don't know anybody.
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What do you do?
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Like, who do you who do you talk to?
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Where do you stand?
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Where do you do you get a drink?
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Do you eat?
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Do you not?
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Do you like what should you do?
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You should just stand by yourself.
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And we were trying to figure this out as as older people, I guess, these days, right?
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You know, we were trying to figure this out in the in the 90s and early 2000s when there weren't cell phones, right?
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We didn't have smartphones, forget cell phones, right?
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We couldn't just like take our phone out and like act as if we were texting as a prop.
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As a prop, right?
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You were walking in there with yourself, right?
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And you couldn't like make pretend that you were doing an important text or uh or whatever you're doing, and you also couldn't do one of the other things, you couldn't just quickly search somebody if you see them from across the room and be like, I think that's so-and-so, or like those types of things weren't even possible yet.
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But so I was like, Yeah, there's gotta be some other ways to do this.
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And I've and I started to like figure out how I could work these rooms and make it worth my while being in those rooms to go meet the people that were in there.
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So, what did I do?
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Like I would go and I still do this today, and you know, if there's a if they leave there's a whole table of name tags and you're walking into a room, you want to take a look at and see who's in who's there, who do you want to meet, who's who's going to be there, and then be able to say, oh, that's the kind of that's the person I want to find in the room, which is an amazing thing to do.
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The other thing is you go into these types of settings, most people are really nervous.
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And even if you do have a phone as a crutch, how are you gonna just walk up to someone and say hello?
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Yeah.
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One of the great things I always say is that you know, luckily a lot of these events today, like they're they're name tags and it says your name and the company, and that can at least get a conversation going.
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But you know, if you meet someone in a restaurant or a coffee shop and you just happen to say hello to someone, how how do you sort of break the ice?
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And I think one of the things that I figured out was like business cards was an um were an amazing icebreaker.
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And I sort of developed, I guess, my own system uh where I would put a pile of you know my own business cards in my right pocket.
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And my goal in in going to these networking events was to empty my right pocket and fill up my left pocket with other people's cards.
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Smart.
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And I would use that card right as an icebreaker.
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Hi, my name is Wayne.
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Here's my card.
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And then at least my next question can be, can I have your card?
00:16:13.919 --> 00:16:20.799
And then someone would give you your card back and you're able to look at it and say, Oh, hi, Larry, you're with so-and-so company.
00:16:20.799 --> 00:16:31.440
Let me tell you, you know, at least you can have almost like had your script because you had someone else's card or they had your card and they were reading it saying, Hi, Wayne, you're oh, I see the name of your company.
00:16:31.440 --> 00:16:36.480
So it at least would enable you to have a little bit of conversation with people.
00:16:36.480 --> 00:16:49.840
But the problem today is people aren't even using business cards today, and they just want to take your phone and you know, tap it, and you know, and you know, I'm curious as you as you lay this out with the business cards.
00:16:50.080 --> 00:16:53.679
You know, I'm thinking of the times that I've crashed and burned in a bar.
00:16:53.679 --> 00:16:57.840
I'm thinking about the times that I was successful at a bar years gone by.
00:16:57.840 --> 00:17:08.240
Can you tell a story of you know somebody you saw at an event that you wanted to get to and a creative approach that you took beyond just the business card?
00:17:08.720 --> 00:17:09.839
I've done some crazy things.
00:17:09.839 --> 00:17:13.440
Like you follow people into the bathroom, you can you really want to meet them.
00:17:13.440 --> 00:17:24.480
You know, then and then you also just have uh situations where you saw somebody or you met somebody and you you just didn't make the connection that you wanted to fully make.
00:17:24.480 --> 00:17:38.960
And you know, the fourth thing that we're really fortunate about it today is just we have so many amazing, whether it's social media networks from LinkedIn to Instagram to X to Facebook to whatever.
00:17:38.960 --> 00:17:41.759
Like you can kind of track people down now.
00:17:41.759 --> 00:17:46.960
You know, you can search people and find people and be able to, you know, connect with people.
00:17:46.960 --> 00:17:53.359
And I think using those kinds of tools are are really great ways of helping to start relationships.
00:17:53.359 --> 00:18:01.359
And I always talk about in my book, every day your whole goal is to go out and try to you know make as many contacts as possible.
00:18:01.359 --> 00:18:07.519
But then the next step is what's really important is that you try to turn those contacts into relationships.
00:18:07.519 --> 00:18:17.920
And one of the ways is connecting with people online, sending them a note, but then also being able to somehow figure out a way that you can help that other person.
00:18:17.920 --> 00:18:22.000
And I think that's one of the interesting things that you try to do.
00:18:22.000 --> 00:18:33.039
And you may, you know, maybe someone that is, you know, that may that person may be way more powerful, much much wealthier than you, much who knows, right?
00:18:33.039 --> 00:18:38.079
But there's probably some way that you can add value to them.