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Mark Cuban
Foreign.
Emma Grede
Today's guest is a true icon of modern entrepreneurship, but not just for the reasons you think. You know Mark Cuban as the billionaire tech founder, bold investor and owner of the Dallas Mavericks and a beloved voice on Shark tank for over 15 seasons. But he's also someone who's always been laser focused on how things work, how to fix what's broken, and how to create better from the ground up. Mark's hustle began selling garbage bags at just 12 years old, and he worked his way to a $5.7 billion exit. He spent decades building businesses, investing in founders, disrupting everything from media to medicine, most recently founding Cost Plus Drugs to challenge Big Pharma and bring real transparency to health care. But now he stepped off the Shark Tank stage and and he sold his controlling stakes in the Mavs, rethinking what success, legacy and time actually mean. In this conversation, we go all the way back to his childhood, his first big business win, and the mindset that shaped him. We talk about what it really takes to start a business from day one, the myths about entrepreneurship and what he's teaching his three kids about ambition, money and meaning. I used to think I needed a full drawer of makeup and at least 20 minutes to look presentable in the morning. But then I tried Merit and now I'm done in five minutes. Merit is a minimalist beauty brand that's made to simplify your routine. It's for people who want to feel put together without spending a ton of time or energy. Their products are clean, vegan, and so easy to use you genuinely can't mess them up, even half asleep. Lately I've been reaching for Flush Balm every morning. It gives me the most natural looking flush and it blends like a dream. The Minimalist is another go to. It's part foundation, part concealer, and it evens out my skin in seconds without feeling heavy and great skin serum. My skin just looks better and more hydrated every time I use it. Merit has made my mornings feel less rushed and more effortless, which I didn't really think was possible. It's time to simplify your morning. Head to meritbeauty.com and get their signature makeup bag free with your first order. Calling all Sourdough Tamers, Souffle Whisperers Jammy Egg Savants Whether you're a pro, behind the line or just mastering your weeknight favorites, one brand can seriously uplevel your kitchen game. Hedley and Bennett. They make premium kitchen gear that's the perfect blend of style, durability and function. We're talking everything from aprons to super sharp Japanese steel knives. Tools that not only look great, but truly perform. They've sold over a million aprons and it shows. You've probably spotted them on top chefs, in your favorite restaurants and on your go to cooking shows. That's because every Headley and Bennett product is designed by chefs for chefs, using only the highest quality materials. And they're built to last. Literally every product comes with a lifetime guarantee. If you're looking for a standout gift, their new collabs with mlb, NFL, Star Wars, Disney, and more make Headley and Bennett the perfect gift for every cook and every fan. Check them out and see why pros and home cooks alike swear by them. Ready to upgrade your kitchen? Head over to hedleyandbennett.com and use code PODCAST15 at checkout for 15% off your order. That's podcast 15 for 15% off. Elevate your cooking experience with Hedley and Bennett today. All right, Mark, I'm so happy to have you here.
Mark Cuban
Thanks for having me. I'm excited.
Emma Grede
No, I'm excited, too. I couldn't be more excited. Obviously, you and I met on Shark Tank, which was, I don't know, a couple of years back. Now, I had the distinct pleasure of sitting next to you for three seasons.
Mark Cuban
Yeah, they always put the rookies next to me.
Emma Grede
Yes, they do. Well, I asked as well. I was like, oh, did you?
Mark Cuban
Oh, good.
Emma Grede
Well, it was just a very good use of my time if during the pitches or between the pitches, I could sit and quiz you on things, which I did. But obviously you've stepped away after so many years. What was it, 14 seasons?
Mark Cuban
15.
Emma Grede
15 seasons. I mean, that's kind of unbelievable. How did you even know that it was time to step away?
Mark Cuban
I mean, I'd been missing my son's birthdays every year. Cause we shot a pod right at his birthday. I missed them going back to school, finishing school. And it was always, okay, we can't do this till dad's done with Shark Tank. And it was just the time. You know, my kids are 15, 18, and 21. And, you know, my oldest is gonna graduate from college next year. I just don't wanna be in a position where like, okay, I'm going to Shark Tank and they're gone. And I missed a lot of it. And so that was one big piece. Just spending more time with family and just. It was just time. You know, you can only do the same thing so long.
Emma Grede
But it's interesting because you hear so many stories about women that Give up certain things in work for the family. But not so many men talk about that and the trade offs that come along with, like working in that way. So it's kind of interesting to hear you admit it in a way.
Mark Cuban
I guess. I guess I never really looked at it that way. It was just like, when I look at all the things in my life that are important to me, that's at the top. And that wasn't always the case. I wasn't one of these people who balanced work and home. I was still a grinder. And when I was trying to climb, it was just like, let's go, go, go, go, go. And let's get into the next chapter, let's get to the next level, whatever it was. And you know what it's like. You have young kids, right? And they're real people, but they're not real people. Right? They miss you, but they don't know that you're gone, really. And they're happy when you're home.
Emma Grede
It's harder as they get older.
Mark Cuban
As they get older, they have their own lives and they want to do their own thing. And it's harder to insert yourself. It's like, I don't want you there, dad. And then when that hits, that hits home.
Emma Grede
Why did you stay for so long?
Mark Cuban
Kind of habit. Because more importantly, it sent a message strictly to kids that the American dream was alive and well. That you saw all the people that came in. Erica from Limbits. It's like, how do you get from there to here? And the example that it sets, all these things we're talking about, when you get to see somebody who's doing it that went from just idea, didn't have anything, totally boom, and just got there.
Emma Grede
I say this all the time. It's like, you cannot be what you don't see. And for me, that's a great line. To me, it's so true because you have, you have to be able to have a representation of people that feel similar to you that you can see yourself in. And every time I did that show.
Mark Cuban
You see what you don't see.
Emma Grede
But isn't it so true?
Mark Cuban
That should be the tagline for Shark Tank. It really should be. It really should be.
Emma Grede
Do you feel like you made a lot of sacrifices? Have you been able to kind of, I guess, level with yourself on the sacrifices that you have made?
Mark Cuban
Yeah, I mean, I don't look at them as sacrifices along the way. Cause I love what I do, I love what I did, I love the path that I took. But at Some point, I had to be honest with myself that my kids are smart. They're going to do their own thing. We raised them to be independent and they're going to leave the house and they're not going to give a shit.
Emma Grede
That's it.
Mark Cuban
They'll go home for holidays then. That'll kill me. And so I want to catch as many of those moments as I can. Maybe when they're all gone, living their own lives, have their own kids and all that, things will change. But for now, that was the path.
Emma Grede
It's a really good decision. It feels like a sound one. I want to go back to the beginning, I think.
Mark Cuban
Are you okay with it?
Emma Grede
I'm at ease with it. I mean, I will miss you from my TV screen. That's right. I feel like you were the reason that people watch that show, like in. So, I mean, you're one of the big reasons. You must know that about yourself. You were a huge draw on the show. I don't feel like anyone gives as good a honest advice as you do. And so I feel like you're a massive draw on that.
Mark Cuban
Yeah, I appreciate that. But I always thought it was the entrepreneurs, right. Everybody played the game. What are the, you know, would I buy that company? Would I invest? You know, what do I think about the company? Will I buy the product? And then, you know, I would talk my talk and do my thing, which. Which I had fun doing.
Emma Grede
Right.
Mark Cuban
But, yeah, I still think, you know, the show will go on because it's about the entrepreneur.
Emma Grede
No doubt. No doubt. I just feel like the advice that you gave was the stuff that people was writing down.
Mark Cuban
Yeah. You know, I always give good advice. Right. Because I wanted, you know, their whole life. You know what it's like. Right. You start with nothing and it's just like it's constant fear, you know, you might be fired up about your business and you might love it and you might, you know, in your mind you have that path you're taking, but you're scared shitless half the time.
Emma Grede
Yeah.
Mark Cuban
You know, one mistake and it's over. And so when they get to that carpet and they're one of, you know, the thousands of people who applied and they get there, you know, if I have experience that could help them, I'm.
Emma Grede
Going to give it to them 100%. I always felt the same, like that if somebody has made it here, the very least I could do was be honest.
Mark Cuban
Yes.
Emma Grede
And tell them what my actual opinion is. Yeah. And they. And they can at least leave with something even if they don't leave with an investment.
Mark Cuban
Because that's the goal, Right. Even if it's not a check. Right. Because that's the thing about a shark investing in you. It's not just the check. You know, there's other value and other value add that you can bring. And you were always really good about that. When they brought somebody that was in your wheelhouse, I was like, I'm ready. I'm out. Just let Emma do her thing. Right?
Emma Grede
You always, like, do this one. Mark said I should do it.
Mark Cuban
I know, because you're good, right? It's just like, I can see the look on the face and they're staring right at you, right?
Emma Grede
No, they do. When they want you, they're like, right in your ears, and you're like, oh, it's me. I'm the chosen one.
Mark Cuban
Come on. Yeah, you want.
Emma Grede
And then sometimes you're like, I ain't doing this. I don't care how much you eyeball me. I'm like, this thing, Mark, you doing this, Anything.
Mark Cuban
Because that's the hardest part of Shark Tank is going out.
Emma Grede
I know it's the hardest part. It really is. And also, you feel, you know, I'm such an emotional girl, but I really felt you can see how nervous they are, how much they've prepared, and to walk out with seemingly nothing. Like, it's a lot.
Mark Cuban
Well, you know, the visibility is always good, and some of the companies end up better. Right. Because someone else comes in and makes them a better deal or buys them, whatever. But, yeah, you always had this vibe, which was like, I know your business. You know, I could help you.
Emma Grede
Yes.
Mark Cuban
The question is, will I?
Emma Grede
Will I? Will I. I mean, you helped a lot of people. We're going to get into that. But before we talk anymore about Shark Tank, I have to go back to the beginning because you are such a fascinating person. And while I was doing the research for this particular episode, I mean, I learned a lot about. I thought I was a fan and I knew everything. No apologies needed. I was like, wow, he has done a lot. The most. But I really want to understand a little bit more about your upbringing and where you were from. And also just to understand, like, what. What gave you the entrepreneurial bug. Like, who did you learn that from?
Mark Cuban
Yeah, I mean, I don't. I didn't learn it from anybody. It was more my dad in particular, and my mom just saying, look, if you want something, you got to earn it. You got to go do it. From the time I was a kid, I grew up In Pittsburgh, Pennsylvania. My dad did upholstery on cars. So if you had a rip in your car seat, that's where you'd take it. My mom did odd jobs. Never had the same job for very long. Good middle class family. But it was always like, you want a new pair of basketball shoes, you go get a job. So I would like to buy and sell trading cards. I was Michael Rubin before Michael Rubin was Michael Rubin.
Emma Grede
You know I had Michael Rubin on the show.
Mark Cuban
I know, I saw it.
Emma Grede
Yeah, it was like an attack. But it's interesting that you say you were Michael Rubin before Michael Rubin, because you have a very similar path in so many ways.
Mark Cuban
Yeah, no, he has ordered. He did his own thing, right?
Emma Grede
Yes.
Mark Cuban
That's why I respect Michael. But anyway, so I would buy and sell trading cards to all my neighbors and everything. And then one day my dad and his buddies were playing poker, probably drunk out of their mind, right? And I came in and I was like, dad, I want to get a new pair of basketball shoes. He looks at me, says, those shoes on your feet work. When you have a job, you can get whatever you want. I'm like, I'm 12 years old, how am I going to get a job? And one of his buddies pops up and goes, hey, I've got all these garbage bags and you can sell them. They're boxes of garbage bags. They got hundreds of them. Why don't you go sell them? I'm like, can I, dad? He's like, cool. And so I just went door to door selling garbage bags. And it was like, hi, my name is Mark. Do you use garbage bags?
Emma Grede
And everybody does.
Mark Cuban
Everybody needs garbage bags. I'll never forget, they cost me $3 a box. I sold them for six and I would drag them down to my neighbors. The world's first garbage bag route for a year or whatever. And I got my tennis shoes and I was happy. But once you learn that you can sell and once you learn you have confidence in talking to people, you always have the ability to make money.
Emma Grede
Yes, you do. I mean, and obviously understanding that from your parents for a young age must have been pretty formative. What else did they teach you?
Mark Cuban
You know, my dad was gone at 7am and home at 6 and you know, he didn't want me to follow his path. Basically, you know, he would take me where he worked and, you know, I'd get five bucks for sweeping the floor and cleaning things. Not because he wanted me to make some money or whatever, but it was more he wanted me to see how backbreaking it was, you know, he lost his eye in an accident. He did, yeah. You know, and just. It was backbreaking work. And he wanted me to go to college. I mean, neither of my parents had gone to. Even though my mom, when she was 50, went back. But neither of my parents had gone to college. My mom was 20 when I was born. I mean, it was just the prototypical.
Emma Grede
Different times.
Mark Cuban
Yeah, it was different times. And from that moment on, I was a hustler. I was the whole prototypical, grinding all my life. Whether it was selling baseball cards, garbage bags, magazines, door to door, coins, stamps are red. I would go to a stamp show, right? Start with 50 cents and leave with $50.
Emma Grede
Amazing.
Mark Cuban
Once you figure out, you know, this is how markets work and you can.
Emma Grede
Sell, but you had it, right? It's like, when did the hustle turn into a thirst for entrepreneurialism?
Mark Cuban
After I realized I was a lousy employee and I was getting fired or couldn't stand it, you know, then I had no choice.
Emma Grede
It was a signal, isn't it? You're like, okay.
Mark Cuban
They're like, see ya, right? You know, when it really hit, I moved down to Dallas. I was living six guys in a three bedroom apartment, sleeping on the floor. I gotten a job first as a bartender, Then I got a day job working at a company called you'd business software, selling technology. I didn't really know technology at the time, but I was like, I'll read the manuals, I'll do whatever. It was going along great. I was making money, relatively speaking. Then I had a chance to get a big commission. So I had a chance to pick.
Emma Grede
Up what was a big commission back then?
Mark Cuban
1500 bucks. Because that was enough for me to move out of the shithole I lived in. Because I was sleeping on the floor.
Emma Grede
Yeah, wait for the six other guys.
Mark Cuban
Three bedroom apartment, right. And so I was like, okay, this will get me out. And so I call my boss and I'm like, okay, I'm going to go pick up this check. Because I'm supposed to, you know, sweep the floor, open up the retail store. He's like, no, I need you at the store. I'm like, michael. Michael Yumeki was his name. I got you covered, right? And he goes, no, I need you to be in the store. So I'm like, okay, I need this commission check. If I go pick up a check for 15 grand, the store needed it, he needed it. I show up, he fires me. Yeah. So I'm done there, almost. I'm like, okay, I got to control my own destiny. I know I can sell. I know I can do this stuff. So I had a prospect, a company called Architectural Lighting. And I went to them and I said, look, I'm broke, right? I don't have the money for this project.
Emma Grede
How old are you at this point?
Mark Cuban
I'm 24.
Emma Grede
Okay.
Mark Cuban
So I've been through jobs and bouncing and so it's 24, almost 24. And so I went to this company, Architectural Lighting, and said, the software that you want costs $250 if you give me $500, so I have something to live off for a couple of weeks. If it doesn't work, I'll walk your dog, I'll sweep your floor, I'll wash your car.
Emma Grede
Whatever it takes.
Mark Cuban
Whatever it takes. And it worked. And then I went same, did something similar for the next one and the next one and the next one. And that was the company, Microsolutions. And I went seven years without a vacation. But eighth year in, we sold it to H and R Block. And that was my first exit.
Emma Grede
That's so crazy. Was that your first big. Yes. Was that the moment you're like, I understand that I am good at something and I have a path here?
Mark Cuban
Yes. Yeah. Because then once I got into tech, that was it. It was over. Because I loved learning it, because the way I looked at it, because I didn't take computer science. So I was like, okay, I get this because I like to learn this stuff. And even to this minute, like putting in time to learn technology, it's fun to me. To me, my brain just clicks with it and I get excited about it. Okay. I'm learning this new. When you're learning stuff like that and you have a sales background and a process background, you can start applying everything that you know to, like, Shark Tank Company, Right? Shark Tank Company walks in in a minute. I know exactly how they make money and what they do and what technology works and doesn't. That allowed me to be successful at microsolutions. After that, I bought and sold stocks, started a hedge fund and sold it. Within nine months. We were just killing it. And so that's when I knew that I was on a path.
Emma Grede
And what did you learn from microsolutions? Because that was like a different time from a technology perspective. It was brand new and almost kind of like a wild, wild west in a way. Right. Like, what did you actually figure out that no one else had figured out.
Mark Cuban
At that point what separated us? I figured out really early on that it was one thing to sell a computer, it was another thing, even to write software. And I taught myself how to code, to put on.
Emma Grede
You taught yourself how to code? How did you do that?
Mark Cuban
I would spend hours, I remember I would walk into a company and say, okay, this will help you become more profitable, more productive, more profitable, better competitive advantage, the whole field. And I'll write the software for you and it'll cost you X amount of dollars. No matter how long it takes me, it'll be X amount of dollars. And so the pressure was on me. And I would find myself, you know, I'd look up and I literally would have a bucket of ribs. It was gross. A bucket of ribs and like towels. And I was just like, I gained like 20 pounds, chomp on these ribs. But I look up and it'd be 20 hours later, 25 hours later, because I was concentrating so hard, I lost track of time. And you know, and so I was able to take all that I learned. And then what I realized that really separated US was connecting PCs together with brand new, you know, and back then people would have a floppy disk and they'd walk around, right? You know, or they couldn't even connect their printers. Now that seems insane, but I would go into these companies, I'm gonna, I'm gonna show you how I can connect all these printers and all these computers together. You can share data, become more profitable, more. And I'll write software to make it easier. And then I knew I won.
Emma Grede
Have you always had that ability to like take, you know, to really concentrate and focus and double down and take in and absorb information? Were you that type of student?
Mark Cuban
Yeah. Yes and no. Depends on the topic. You know, if it was sports. Yeah.
Emma Grede
If it's something you enjoyed, you could do it.
Mark Cuban
And once I realized I liked tech because I had no idea. I had literally no idea.
Emma Grede
But it's interesting that you say it was fun. Like did you know, it's like, it's something just like sports that you enjoyed. You were just gobbling up with the ribs all the information, right?
Mark Cuban
But that's it.
Emma Grede
You were like, it was fun for you. You were like, I'm doing it day.
Mark Cuban
Like to this minute. Like if I have an extra minute, like now I'm learning all I can about AI because there's some 15 year old kid that's just glomming onto this like it's second nature. And if I don't know it, he's going to kick my ass or she's going to kick my ass. And if I do know it I'm going to kick their ass, right?
Emma Grede
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Mark Cuban
It was the first streaming company, period.
Emma Grede
But that was a massive turning point for you in your business life, career.
Mark Cuban
Like, you know, my buddy Todd Wagner from Indiana, we were having lunch at California Pizza Kitchen and he was like, there's gotta be a way we can listen to Indiana basketball down here in Dallas.
Emma Grede
Because at the time, always solving for sports, Mark.
Mark Cuban
Yeah, right. Yeah, because at the time, somebody in Bloomington, Indiana had to put a radio next to a speakerphone in their office and then we would have a speakerphone dial in Dallas and that's how we listen to games.
Emma Grede
Oh, why? It was not.
Mark Cuban
Yes. You know, and now the Internet was happening and Mr. Geek here was like, okay, I know what networking's all about because that's what microsolutions did. Let me figure something out. Because if it works, you know, there's no distance, there's no time. You can watch anything or listen to anything anywhere. So we started as a company called audionet in 1995 and nobody back then we called it Internet broadcasting and nobody was streaming. Nobody. And we're like, oh, shit. Okay, let's see what we can do. So I went to a local radio station, KLIF, and literally we connected a 8 hour VCR to their board and took the output of their radio and recorded it on eight hour VCR tapes, took it back to my house, encoded it then put it on our website, audionet.com and I would go on all these forums and Prodigy and CompuServe and the Internet and I would say, hey, if you live in Dallas, and if you're from Dallas and you want to know about Dallas sports and Dallas News, you have to do all these five steps, but then you can do it. And then first day 10 people, next day 100 people, next month, 1,000 people. And then we started adding more and more radio stations. And then probably six months later, we were able to do live.
Emma Grede
Did you know that that was going to change your life? Were you like, this is the beginning?
Mark Cuban
Yes, because I remember having a meeting with everybody and saying, if this works the way I think it will work, this company is worth $5 billion.
Emma Grede
You knew that?
Mark Cuban
Without any doubt in my mind. Because it changed everything. And everybody thought I was a moron. Right? Dude, we'll turn on the television. Dude, I just have to turn on the radio. But I'm like in an office, you can't just do that. There's no televisions here. There's no radios. Well, it's different now, but back then there weren't. And so it was the only media device on your desktop and they had more bandwidth. So like people would listen to Cubs games, people would listen to soccer, football from overseas. Right. It was the only way they can get it. And back then the laws were different. So I could just walk into Best buy and buy 200 CDs and encode them and just put it on our jukebox and people could listen to everything. We had 400 plus radio stations. We played Christmas music on loop all year long. I mean, just all the stuff that you see on Spotify and then we got to video all the stuff you see on YouTube. We were doing in 95, 96, 97, 98, 99, until we sold to Yahoo.
Emma Grede
In 2000, which is insane. I mean, the idea that you sold that company to Yahoo for how much?
Mark Cuban
$5.7 billion.
Emma Grede
So you were right. This is worth $5 billion. It really was.
Mark Cuban
It turned out. Yeah.
Emma Grede
You like Ka Ching?
Mark Cuban
Yeah. Amazing.
Emma Grede
Did you have a bunch of partners at that point?
Mark Cuban
Well, we had gone public.
Emma Grede
Right.
Mark Cuban
And so we went public in July of 1998. And at the time, the Broadcast.com IPO was the biggest first day leap in the history of the stock market, which was so cool.
Emma Grede
That's so cool.
Mark Cuban
Cause like the minute we went public and then the stock market closed and it went from $18 up to 72 and then finished at 62.75. And all of a sudden, like, I was worth $300 million. So we went straight to a bar and we turned on. Oh, yeah. And so we had them turn on like CNN and all the networks. And every time they mentioned Broadcast.com and the IPO, we took a shot and we couldn't see. Completely smashed. Oh, my God.
Emma Grede
It was completely smashed.
Mark Cuban
And then we had to get back to work. Like I told everybody, you got to.
Emma Grede
Keep that stock price rising.
Mark Cuban
All these people trusted us, you know, they. They put our heart, their hard earned money and they. It worked out. Yeah.
Emma Grede
So take me inside that Yahoo deal. Like, what did you learn? What did it teach you?
Mark Cuban
Well, there's a bunch of pieces there, right. We brought them in as an investor for only a million dollars. Like right after the ipo.
Emma Grede
A million dollars.
Mark Cuban
That was a tiny. Yeah, it was a tiny smidgen. But the company. But we wanted access to the Yahoo website and we just wanted the connection.
Emma Grede
So that was like a valuable part. It wasn't necessarily about the finance.
Mark Cuban
It wasn't a finance investor. It was just strategic.
Emma Grede
Strategic.
Mark Cuban
Yeah. And so they were strategic investor. And then all of a sudden people that. Oh, they just did Internet radio. No. We invented all these things that were different. And I wish I'd gotten patents. Yeah. It just kills me because it's so funny because I posted it on social media. I found an old letter that our patent attorney had written, said, here's all the patents you can apply for. And back then I'm like, we're too busy. We're getting ready to sell the company. And everything happens.
Emma Grede
Which is so crazy because whenever I hear this story about you, you only think about the success. You only think about he built this company, tied these things and saw things nobody else told me.
Mark Cuban
It probably is worth $10 trillion. Like the whole.
Emma Grede
Does that haunt you? Does that bother you at all?
Mark Cuban
Because I'm really well off. So I'm okay.
Emma Grede
You're like, I'm good.
Mark Cuban
There's a lot of shit I've missed along the way that I have more money and I'm good. You're good. In some respects, it pisses me off because people just think it was Internet radio.
Emma Grede
Yeah, right.
Mark Cuban
And if I'd gotten well.
Emma Grede
Yeah, you don't get. You don't get the credit that you should have for everything that came out of that. Yeah.
Mark Cuban
We started the whole thing. I mean, like, literally, if Yahoo hadn't screwed it up, there'd be no prod, there'd be no Spotify there'd be no YouTube.
Emma Grede
But Mark, was it really about the time, like you not being able to actually, like go out and get those patterns or did you actually understand what you were creating at that point?
Mark Cuban
I knew exactly what we were creating and the value.
Emma Grede
You just couldn't go out there.
Mark Cuban
We were different than everybody else. We were kicking everybody's ass. I mean, we were a top 10 website, literally. Yeah. I mean, we had millions of users. Millions of people were streaming, like, you know, we were, you know, doing video online that nobody else could do or had done. It was fun.
Emma Grede
And how big was the company? How many people at that point?
Mark Cuban
330.
Emma Grede
Yeah, but you have to focus, right? Even with 300 people, it's like you've got your things that you're trying to achieve and you have to focus and double down on those things. You didn't have time to go out and think.
Mark Cuban
No, it wasn't about all the escape stuff. Yeah, right. It was like, we have to win. It's a competitive business and so we have to stay focused on being the best streamer, you know, whatever the type of content. But things like, you know, inserted ads, things like pop up video ads in front of content, all these things that people do today, we were doing. And it's been 30 fucking years. It's insane.
Emma Grede
It actually is insane to even think about. So you actually, like. There's so much of what we take for granted now that you guys just invented at that point. I can't even believe that. I wonder, so when you get this Yahoo deal, did it turn out as you had expected?
Mark Cuban
No. I mean, so two pieces. One we sold in stock, right. Which is not cash, as you know. And so.
Emma Grede
I know it's not.
Mark Cuban
No, it's not. Because back then in the Internet stock market, stocks going up, stocks were going down. So I went up and I'm like, I'm a billionaire, you know, I like it and I don't want to risk it. I don't need more money. I need to protect what I got. And so I did this thing called a collar where I sold out of the money calls on the stock that we got from Yahoo on Yahoo stock. And I bought puts to protect the downside from the money I got.
Emma Grede
Okay, explain that for. Explain that really slowly for us that might not understand it.
Mark Cuban
So a share stock.
Emma Grede
Yeah, okay, share stock.
Mark Cuban
We got Yahoo stock and we sold what are known as calls. Call on a share of stock gives somebody that you sell it to the right to buy that share of stock at whatever the Price at, like, a.
Emma Grede
Predetermined price down the road.
Mark Cuban
So if yahoo. Stock was 100 and I sold it, you can buy this at 120 and you pay me some amount of money for that. That's selling a call. And I took that money and I bought a put, which is the opposite side. It protects the downside. It says if Yahoo.
Emma Grede
Stock falls, that's mod ass over there.
Mark Cuban
Oh, yeah. So if Yahoo. Stock falls below the level I bought, you have to buy it from me at that price, you know? And I was like, you're such a Kevin Dick. Yeah, it crashed.
Emma Grede
Of course it crashed. This is it.
Mark Cuban
The whole Internet stopped.
Emma Grede
Wow.
Mark Cuban
Bubble burst. And so I actually ended up making some more money on that. So that was part one. That worked out fine. But then Yahoo, you know, when that Internet stock bubble burst, Yahoo's board of directors just freaked out because their stock had gone from hundreds to tens or less. And they're like, okay, we got to cut expenses. And so the streaming side was huge mistake, but that's part of what they cut.
Emma Grede
Wow. Talk to me about your relationship to money as a founder. Because you. I just feel like a founder's journey is so uneven. It's like you've got nothing, you've got nothing, you've got nothing. Then hopefully you get something and maybe it's too much and you don't know what to do with it.
Mark Cuban
Yeah, I mean, that's a great question. Like, my attitude is, if you're happy when you're broke, you'll be happy when you're rich. If you were miserable when you were broke, there's no amount of money that's going to change you from being miserable. And so, you know, when I was sleeping on the floor, I still was having fun.
Emma Grede
You know, you strike me as the type of guy that was broke and happy.
Mark Cuban
Yes, I was.
Emma Grede
I was just happier. Now, I wasn't happy to be broke.
Mark Cuban
Right. But I was going to have fun no matter what. And so when I sold microsolutions, I ended up with, like, $2 million, and I was 29 years old, give or take. And so I bought a lifetime pass on American Airlines for $125,000.
Emma Grede
That's a great deal. Oh, my God, It's a great deal.
Mark Cuban
My only mission, because in my mind, I was retired, and my only mission was at 29. At 29. Yeah. My only mission in life was to party like a rock star, because all I had to do, I had this card that I could walk up to American Airlines and just show it. And I was actually living in LA not far from here, and I was like, okay, I'd go out to the clubs and find a new friend. Let's go to, let's go to Vegas, let's go to London, let's go wherever.
Emma Grede
And you used it. Oh, did you get your money's worth out there, 125?
Mark Cuban
Yes, I did. And it was lifetime pass.
Emma Grede
Please tell me you can't just. You can't still use that now.
Mark Cuban
I could, but I gave it to my dad and when my dad passed, I gave it to a friend.
Emma Grede
Oh, that's so lovely. That's so you mark to do that. But I'm sure you got your use out of it in the interim.
Mark Cuban
Oh my God.
Emma Grede
So back to the money. So you get $2 million when you're about 29. The next big chunk of money doesn't come until you've sold.
Mark Cuban
Well, no, not right. So I took that $2 million and initially I told my stockbroker who was a buddy of mine, I want you to invest like a 60 year old. I want you to put it in bonds because I want to live off of this. Interest rates were higher. I want to live off of this for a while.
Emma Grede
You had a sense though, that 2 million bucks, you'd kind of made it at that point.
Mark Cuban
Well, yes.
Emma Grede
Or you knew you were going to make loads of money in your mind.
Mark Cuban
No, I didn't, I didn't. I was willing to live like a student for a long time. But what came along was I talked to my broker and he would ask me all these questions about stuff I knew because of microsolutions. And then I'd see these people who worked. It was Goldman Sachs, worked for Goldman Sachs, go on CNBC or whatever it was back then and say exactly what I said. And the stock would go up or down. And my buddy was like, you know this stuff better than our guys do. You should be buying and selling these stocks. So I'm like, okay, I will. And I just crushed it. I mean, crushed it. I turned that 2 million. I don't even know what it ended up being. 15, 20 million. Right. And it was just like, okay. And then we started broadcast and that allowed me to keep going.
Emma Grede
How do you think that your relationship with money shaped your early decisions as an entrepreneur?
Mark Cuban
Oh, 100%. Right. I mean, I was that kid that drove around and looked at the big houses and listened to motivational tapes in the car. Yeah, I used to drive around looking.
Emma Grede
At all the big houses. That was such A thing for me?
Mark Cuban
Yes, 100%. I'm like, what do these people do? How did they get there? What is it that they have that I don't? What is their motivation? And that was my motivation. And so I always wanted to make more money, but I always wanted to use my time. First time was the most valuable asset. That's kind of what my dad and my parents taught me. Because if you're grinding the same job and not really making money, my dad never made more than $40,000 and you're stuck. You can live a great life. It's not like you can't really enjoy your life and have a great family like we did. But there were things we couldn't do. Things that, hey, dad, can we do this or can I. No, no, sorry, no, it doesn't work that way. And you get a job and you can do it. And so I wanted to really value my time first. And then as I started earning more money, and then it was like, okay, what is it that I can use this for? And it was, have fun, you know, but it was still like, okay, I need to save this forevermore. And then when we hit it with the billions, then everything changed because it was like, okay, what will change my life immediately? So it was like I bought a house, sight unseen. It was a $25 million house.
Emma Grede
No, you didn't. Honestly, who spends 25 million?
Mark Cuban
I didn't spend 25. So what the deal was was, of course you didn't.
Emma Grede
You did a deal.
Mark Cuban
I did a deal, right? So this guy, Damn, how I remember this dude's name? I don't know, right? But he owned this company. Never sold a share of stock. It was a public company, never sold a share of stock. And then the company cratered. And so he spent three years and $25 million building this house. More than three years, lived there eight months. And my friend said, look, it's going to go to bankruptcy and you can get it for $12 million. And he showed me a picture. I'm like, fuck it.
Emma Grede
Done.
Mark Cuban
You know? Done, Done. I still live in that house.
Emma Grede
That's the deal. No, you don't live in that house.
Mark Cuban
I live in that same house. 25 years out of it, seven years later on.
Emma Grede
What a fantastic investment. That was your house. That was your house meant to be.
Mark Cuban
That was because that's what it was, just an amazing house, right? Like, literally until I got married and had kids, there were rooms I had never been in.
Emma Grede
There are still rooms you couldn't even make your way around. It.
Mark Cuban
There were still rooms.
Emma Grede
That says a lot about you and who you are though, because I feel like you are just so comfortable in who you are that once you've got your thing, that's it. You're just going to stay and sit there.
Mark Cuban
Yeah, it was just like, like until I got married, I had no furniture. I had like one couch and a big screen TV and it was so big, like we would play football and wiffle ball like in the ballroom and I literally had a basketball hoop in the ballroom of the house and so I could just get some shots up.
Emma Grede
It was amazing.
Mark Cuban
It was so much fun.
Emma Grede
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Mark Cuban
So if you would have asked me this question six months ago, I would given you a completely different answer.
Emma Grede
But I'm so glad I got you now.
Mark Cuban
Yeah, right. Because of AI. Like literally this morning I got a question from a kid in high school and I get so many emails and.
Emma Grede
Every now and then you are unbelievable at answering.
Mark Cuban
Well, somebody I like, right? I'm going to respond immediately, but every now and then I'll be, okay, it's from a kid, let's see what the question is. And he said, well, same question. How do you get started? And I was like, okay, first thing you have to do is learn AI. You have, whether it's ChatGPT, Gemini, perplexity, clod, you've got to spend tons and tons and tons of time just learning how it works and how to ask your questions.
Emma Grede
Is that what you're doing at the moment? You're spending time? So talk me through that. What does that look like? If you're a Founder right now. And you want to just learn AI? What are you doing?
Mark Cuban
Just asking IT questions?
Emma Grede
Just asking IT questions and trying everything.
Mark Cuban
That comes out that's new. It's like the early days when I first got started. Every day there was a new technology. Every day there was new software. Every day the PCs and the networks were getting faster and bandwidth was getting faster. So it was just a constant. Oh, my God. Oh, my God. And AI is the same way now.
Emma Grede
What do you say to someone who says, yeah, but I don't like AI, I don't want any more technology in my life. What is the answer?
Mark Cuban
You're fucked.
Emma Grede
Basically, that's it. It's like do or die.
Mark Cuban
Yeah. That's like saying, I don't, you know, back in the day, people, I don't need to use a PC, I don't need to use the Internet, I don't need a cell phone, WI fi.
Emma Grede
And those businesses died.
Mark Cuban
Done.
Emma Grede
And there's so many examples of that, right? Brands that just didn't transition, didn't update, didn't do what they needed to do.
Mark Cuban
And bob onto the Internet. Didn't figure out. It's just like all the stuff you have to learn, right? For Great American skims, it's never ending. It's a never ending competition. And now your business is harder than it's ever been.
Emma Grede
The hardest. The hardest. And changes every day, every millisecond.
Mark Cuban
You know, if you saw the stuff that came from Google, right, Where people are just typing in things and creating like great content.
Emma Grede
Unreal. I mean, I was at the Google Summit last week where they were launching.
Mark Cuban
They showed you all this, right?
Emma Grede
I mean, it was.
Mark Cuban
They wanted you to see all this.
Emma Grede
You can't even fathom that what you're looking at isn't real. I'm like, wait a minute, what is so good about this? And they're like, well, it's not like.
Mark Cuban
They have six figures anymore. It is like the realest stuff ever. Now. Now the good news. So there's multiple parts to all this, right? If you're an entrepreneur or want to be an entrepreneur and you start playing with it to get a sense for how it works, how to prompt, it becomes like a mentor. It becomes like having an entire staff of a thousand business professors.
Emma Grede
That's how you're thinking about it.
Mark Cuban
Yeah. Because you still have to be smart to do it. Like if you would say to me, mark, I need a commercial for skims, like, I can, I know how to use all the technology. I can type in prompts, but I don't have the creative side of it. I don't know. Like, okay, you know, if you're using a 35 millimeter camera and this type of light, you need this type of aperture and you need this type of angle and you need to, you know, you want these.
Emma Grede
So, like, nuance of expertise is still really important.
Mark Cuban
More important.
Emma Grede
And the more you give in AI, the more you're getting out of it, right? Like, that's my limited understanding. It's as good as what you give it, correct.
Mark Cuban
Now it's going to come up with stuff that you couldn't even fathom. It's that good. And it's the ultimate time hack. Because now, okay, edit that together. Let's see what it looks like. And then you look at the dailies and you're like, okay, that looks good. Okay, let's shoot a little bit more and see what we get. Now, you don't got to shoot shit.
Emma Grede
You ain't got to do anything, right?
Mark Cuban
But you still got to be able to know how to edit it. You still got to know how to tell a story. And your ability to tell a story now changes dramatically. So before it'd be like, okay, here's my 15 second, here's my 30s, here's my 60s, right? Maybe we'll do something long form. We'll see. Because on TikTok, people like this or don't like that, and let's see where the fit is and what the algorithm supports. Now you just crank out 50 different things in six minutes and then you get to ABC, test it and see, or run it through. But you still need to have quality, quality qualified people to say, that's good, that's not good.
Emma Grede
So there's no substitute for actual humans. But you're just like, it's much less. So you're thinking about AI, as in, this is a replacement for some level of creative output, for some level of the number of staff that you might need. So it's almost like shrinking everything that's needed in the beginning.
Mark Cuban
It's no different than like CGI has changed over the last 30 years. You know, using digital, you went from analog cameras to digital cameras to, you can use your phone and it's 4K and then it'll be 8K, right? So there's things that you don't do now that you did five years ago to create content. And so it's just one more move forward. But for starting a business, you can say, okay, here's what I want to do. I have this idea where I want to sell these cups that say Aspire by Emma Greed. I want to do a business around this. Write me a business plan, and then you get it in a minute and you say, this is wrong, this is wrong, this is wrong. Update this, this, this, this, this. Okay. All right. Now that you've read my business plan, ChatGPT or Gemini put together a website design. Boom. Minute later, you're looking at the first proof of your website. I mean, to me right now, there's no better time to be a startup entrepreneur because you have an expert in your pocket. You go to ChatGPT or whatever, Gemini, and just ask it.
Emma Grede
But I love that this stage of your journey, Mark, you are using that, like, as accomplished as you are, as successful as you are, even you are starting over.
Mark Cuban
And it gets weird sometimes, too.
Emma Grede
Like, I'm gonna take a picture of your phone. Like, what apps do you have that I don't?
Mark Cuban
Oh, I've got everything.
Emma Grede
It's all on there. Who's teaching you about it? Like, are you. Is it all self discovery or are you, like, engaging with.
Mark Cuban
I need a.
Emma Grede
Is Sam Altman on speed dial?
Mark Cuban
No, no, no. Just myself.
Emma Grede
Okay.
Mark Cuban
I don't. You know, it's fun. More fun to learn. Okay. I need a business plan for a mug that says Aspire on it that I want to sell through Skims. Write me a business plan and the best approach to take it to them. Okay.
Emma Grede
All right, let's map this out.
Mark Cuban
First off, the main idea is a sleek, stylish mug branded with the word Aspire. Sold in collaboration with Skims, leveraging their brand power and audience. One executive summary. You're launching a premium mug line that complements Skims lifestyle brand. The mug embodies motivation and minimalism, aligning with Skim's aesthetic and. Okay, that's not for right now. Just write it up for me and I'll read it later. Okay.
Emma Grede
Unbelievable. All of these things. It used to take weeks and weeks and weeks and copywriters and editors and graphic designers and specialists.
Mark Cuban
And you're meeting with your team, going through. What do you think? What do you think? And some. Everybody's always got to give their opinion because otherwise they don't feel valued. Right.
Emma Grede
And that takes time, that takes energy. Yeah.
Mark Cuban
And so if you can consolidate now, do you still need people who can copyright? But yes, but those people. Yes.
Emma Grede
You need far less.
Mark Cuban
Right? Well, it's just. You need fewer, but maybe not. Right. Maybe you just those. But those copywriters have to learn how to use prompts in AI and they have to know which AI will take those prompts and give you better output that's suitable for your businesses. And then the editors would be able to take that video that it creates or the script for the video first and know how to use it within an AI structure like veo, which is the video creation. Right. And so, because if you don't know how to translate the script into what VEO uses, and it's changing every day now, whatever comes next, next, next, next, next, then you won't have a job. But if you have those skills as an editor and a copywriter and you know how to translate them into AI so that your prompts are really, really good and quick and efficient, you'll have a job for life.
Emma Grede
Of course. So someone starting a business now needs to learn AI.
Mark Cuban
All of it.
Emma Grede
All of it.
Mark Cuban
All of it.
Emma Grede
Gobble all the information up, day one.
Mark Cuban
Learn everything about AI. And like I told this kid this morning, read books about entrepreneurs because there's still the heart. The AI isn't going to deal with your heart and mind, because knowing what the grind is and the work and the fear, because I can get AI to write business plan for this or anything for that matter. But if I'm not willing to do the work, if I don't understand that, I might be broke for a long time, if I don't understand that now it's easier for anybody to start a business. So now there's more competition, not less. If I don't understand that, then it doesn't matter what the AI tells you.
Emma Grede
Because you read a lot, right?
Mark Cuban
Yeah, I try to, but now it's all reading about AI.
Emma Grede
Yeah, yeah, but. So, all right, so you want people to read books about entrepreneurs and what's probably the last thing they need to.
Mark Cuban
Do, the last thing is just to experiment. You know, you've got to try stuff that feels uncomfortable. You can ask the AI, how do I, you know, how do I build a mold? Where. Where's the best way to build a mold? And even, like one of the beauties of AI, it'll. It'll help you create molds that'll be more efficient wherever you send it to build your first, you know, prototypes.
Emma Grede
We're in a whole new world.
Mark Cuban
Whole.
Emma Grede
It's a whole new world, literally.
Mark Cuban
Emma 2024 was. Might as well say black and white.
Emma Grede
1920, which to me signals so much opportunity.
Mark Cuban
Oh. Where there's changes. Opportunity.
Emma Grede
Right. But when we start to think about, okay, traditionally, the barriers that have stopped people from starting a business, you know, where they live, where they come from, education level, it's gone. You're saying that's out the window?
Mark Cuban
Oh, yes. As long as you have that smartphone that can download ChatGPT and all these things, not even paying up, right. You can ask questions like, you have access to me, you the best professors ever. Now, it doesn't mean there is no excuse. Now you may say, I need money to do this, but then you just asked this, ChatGPT, how can I do this with no money? What's the best way to start? How can I create a prototype? The least expensive way I know what needs to happen in most businesses, right? Anybody can now ask those questions.
Emma Grede
Anybody. So given everything that, you know, the experience of building multiple companies, the experience of, you know, investing in all of these very kind of early stage founders, I guess my question to you is, can everyone be a founder? Can anyone be an entrepreneur?
Mark Cuban
Can they? Yes. Should they know?
Emma Grede
Thank you. That's the end of that. Tell me why. Go on, give me the. Give me the reason.
Mark Cuban
Everybody's got ideas. And this country, that's what makes this country different than every country in the world.
Emma Grede
I say that all the time.
Mark Cuban
Right? Because in the uk, not everybody thinks I can start a business.
Emma Grede
No.
Mark Cuban
It doesn't cross their mind.
Emma Grede
No, absolutely. It's not. It's woven into the fabric of society in America.
Mark Cuban
Doesn't matter who the president, doesn't matter what party is in charge.
Emma Grede
It's doable.
Mark Cuban
It's doable. It's doable, right? And this country, we think, I have an idea, and if I have an idea, it could become a business. And then you go on Google or now you go to ChatGPT or Gemini and you say, has this ever been done before? Show me anybody who's done it and how it's turned out. Oh, nobody's done it before. Write me a business plan for this idea, okay? And two seconds later, let me go through it. I can do this. Right?
Emma Grede
But then, but not everybody should do this.
Mark Cuban
Mark, here's this line right here.
Emma Grede
What is the line?
Mark Cuban
The line, when you step over that line, you're in. And it means you got to do everything you got to do to be successful.
Emma Grede
You got to do it.
Mark Cuban
You got to do it.
Emma Grede
You got to do it.
Mark Cuban
It's not like I'll go raise money and I'll hire people. You got to do it right there, right? You've got to be the one to do it. And most people aren't willing to make that commitment.
Emma Grede
So who shouldn't be a Founder.
Mark Cuban
Like, if you want structure, you should not be a founder. Now, you can be anal and deal with details, but if you think, okay, I want my life to have structure, I want to work nine to five, I want to be a founder because I'll have more time to my myself.
Emma Grede
Funny, all of those things, Mark, that you say that.
Mark Cuban
Am I wrong?
Emma Grede
No, you are. You are right. It's just that certain people have a liberty to be able to say those things. And other people maybe not so much. But you honestly believe that. It's like, if you're looking for structure, if you're looking for familiarity, if you're looking for your days to be.
Mark Cuban
Yeah.
Emma Grede
Like, pretty much the same every day. Yeah.
Mark Cuban
You don't. Like, you want the.
Emma Grede
If you're looking for balance, just forget it. Maybe don't be a fan.
Mark Cuban
Yeah. I mean, maybe you can make it work if you have enough money to work your way through it. You own the finances of your company, but your customers and your employees really run your life. And that doesn't even take into account competition. Who is working 24 hours a day to kick your ass?
Emma Grede
To kill you.
Mark Cuban
Yeah. I mean, you know, in your industry better than anybody. Right? Because it is nonstop. Somebody comes in. Somebody comes in. They have an idea. Oh, no, you know, Emma's wrong. You know, she doesn't get the feel anymore. That's not the way people buy.
Emma Grede
And you have a window in time as well. Right. You're not good forever. Most founders are not great. You have, like, a, like, musician. You know, I feel like there are these, like, golden years where you're, like, in it, you're on it, everything's coming your way, and the stars align. Yeah, exactly.
Mark Cuban
Right. Your feel is the match to what people want.
Emma Grede
Yes.
Mark Cuban
And music's a great analogy. Right. Because what was the hit yesterday, Today? Same with clothes. Things that. Oh, man, everybody wants that.
Emma Grede
So what are your red flags like when you're in a pitch situation? What are the things that, to you, you're just like, that's a no, no.
Mark Cuban
They think there's a magic bullet, that if they raise money, they can go hire somebody to do A, B and C. And that's where I think most businesses fail, because the founder will realize they don't have a specific skill set or that something's not working, that they expect it to work. I thought for sure this would sell. I thought, we're losing $20,000 a month. If only I had more money for a bigger marketing budget. If only I could hire a marketing person. If Only I can hire a salesperson.
Emma Grede
It's always kicking the can down the.
Mark Cuban
Road to somebody else that's going to be some super person. That's a magic bullet. No, you've got to do it.
Emma Grede
You've got to be the bullet.
Mark Cuban
You've got to be the bullet. If you aren't the magic bullet, it's not going to work unless you. Unless you get lucky.
Emma Grede
Have you ever seen anything contrary to that? Like, has there ever been a time where you've met somebody and actually they've defied?
Mark Cuban
Oh, yeah, yeah. I mean, there's people, you know, it's rare. It's rare.
Emma Grede
It's just very, very rare.
Mark Cuban
Right.
Emma Grede
I've heard you say a million times that you don't need money to start. So what do people do when they don't have money to start?
Mark Cuban
Sweat equity. You know, you've got to. First, you've got to find the right product or service. More. If you don't have any money, most likely it's going to be a service. You know, like right now, if I was 16 years old or 25 years old and broke, sleeping on the floor again, I'd be all about AI, just like I taught myself programming before.
Emma Grede
So if you had nothing right now, if you just said a thousand bucks and a laptop, you'd be on the AI track.
Mark Cuban
If I had access to a library and $0, I would be all about AI. I'd be in there till they kicked me out, eating my ribs.
Emma Grede
You know, deal with the ribs.
Mark Cuban
Yep. Until they kicked me out. And then I knew that. I know that I can walk into any small business and say, I know you don't know AI and I know you're hearing about it and you've messed with ChatGPT some and you're not really sure how to use it. Just like back then, I said, here, let me show you how to use a computer and connect them together to be more profitable, et cetera. That's exactly what I would do.
Emma Grede
What do you think that the best founders do that separates them from everyone else.
Mark Cuban
They love their product or service so much, they just love to sell it. They realize they're not convincing somebody. They realize they're helping somebody. You're going to look good in those clothes. Let me show you how and why. You're going to look good using this software. You're going to look good. You know, using this AI will make you more productive or profitable. You're going to be smarter. When you're done reading this book, whatever it is you Know, they are so convinced that their product is going to make people's lives better. Why wouldn't they want to sell it and talk to as many people as they could?
Emma Grede
I love that. What do you think, Mark? Separates, I guess somebody that has a real viable business idea from somebody that has, like, a hobby. Like, how do you. How do you know when something is like, this is a thing that I can turn into, like, an actual viable business?
Mark Cuban
There's two pieces there. If you're so committed, you're dreaming about it, you dreamt about your business, right.
Emma Grede
Over and over and over again.
Mark Cuban
You would wake up and you'd write yourself notes because you didn't want to forget what you dreamed.
Emma Grede
All the time.
Mark Cuban
All the time.
Emma Grede
All the time.
Mark Cuban
Same right to this.
Emma Grede
I cannot tell you all the time.
Mark Cuban
Exactly. That's how you know. And then you've got to see if it's a real business because you might be so, you know, caught up in it, but who knows? If anybody.
Emma Grede
How do you know if something is viable?
Mark Cuban
People are buying it.
Emma Grede
That's it. Just people are buying it. That simple.
Mark Cuban
You know, Venmo, you. They'll send you money.
Emma Grede
That's it.
Mark Cuban
That's it.
Emma Grede
How else do you know that simple.
Mark Cuban
Yeah. Now, like, you started, you sold a few, right? Then you went to. I started with one customer. Once I get my one customer, then I can have enough money to go get something for the second company. Daymond John talks about selling T shirts on the corner. And then once he sold, you know, his lot that he had, you use that money. I think people think it's going to happen.
Emma Grede
Oh, yeah. Everyone feels like it's some overnight.
Mark Cuban
This is slow.
Emma Grede
I talk about this all the time in my own business, but certainly on Shark Tank. What is the difference between someone that should just continue to climb the corporate ladder and someone that should go out on their own? Like, do you see that very clearly?
Mark Cuban
Yeah. I mean, what are you good at? You know, people tend not to quit things they're good at. People tend to get rewarded for things they're good at. And whatever it is that makes you good or got you to be good, just do more of it. Now, you may reach a level where you can't go higher for any number of different reasons. And then you can look at going to a competitor, going somewhere else, or starting something on your own. But when you're good at something and you're moving up the ladder and you're getting results, there's a really good chance that you, or at least you should Be rewarded. And that's a good reason to stick with it.
Emma Grede
I feel like there's just. For so many people, they'll be in a corporate job feeling that they're not getting properly rewarded. But that's not the reason to necessarily go and start up on your own.
Mark Cuban
No, I mean, you can. That's what weekends are for. That's what nights are for. Should I quit my job? When do I know I should quit my job? You don't until you know you have a company.
Emma Grede
Don't.
Mark Cuban
Yes.
Emma Grede
And when do you know you've got a company? When the money starts. When the money starts going in. But it's as simple as that. So. So what do you say to people then? They're like, okay, I've got my day job. I've got my side hustle. I'm working on the weekends. I'm seeing some customers. Where is the when and where is the time to go? Okay, now I've got to apply myself fully.
Mark Cuban
I mean, when you see your bank.
Emma Grede
Account, are you making it that simple for everyone?
Mark Cuban
Yes.
Emma Grede
You're like, when you can afford to.
Mark Cuban
Live, do you think differently?
Emma Grede
No, I think it's really difficult for people because, you know, sometimes you can get stuck between a rock and a hard place. Right. And I think the hardest thing is actually when you've got a business that doesn't take off. When something takes off.
Mark Cuban
Yeah. Then it's easy.
Emma Grede
You've got total clarity. When you've got something where you're like, well, you know, I only work on this for, like, 10 hours a week, and if I could apply myself a little bit more, you end up in.
Mark Cuban
That, you know, usually, you know. Right. Because, you know, at that point in time, it's typically, all, right, I need more inventory. Right. Or there's something.
Emma Grede
Whatever it is, there's like a barrier.
Mark Cuban
Right. There's a barrier. And then you deal with that barrier. And you may need your job to pay for more inventory. You may need to say, okay, I gotta save my money so I have more inventory for my company. Whatever that barrier is. That's what you deal with.
Emma Grede
Yeah, that's what you've got to deal with. I mean, I think there's a lot of headlines right now about people, you know, like graduates that are unemployed. And I just wonder what you would say or what your advice would be for new people that are entering the world of business.
Mark Cuban
Yeah, I mean, you know, a. Go find a job. Because you just spent four years paying to learn. Right. When you have a job, it doesn't have to be a perfect job. But you're getting paid to learn. I mean, yeah, you're getting paid to learn after paying to learn, Right. You spend all that tuition money. So whatever business you go into, wherever you work, you're going to learn stuff. If you go in with the attitude that, okay, it's just a job, I just, you know, go home. But if you go in thinking, okay, this is a company, this is somebody's operating this company, I may be 10 layers down, but at least I can see what they do and learn some things on how they approach it. And I might think to myself, nine months later, ten months later, okay, I've learned what I think I can learn here. I don't, I don't like it, you know, go get another job.
Emma Grede
I think that's really valuable advice. And if I think, if I think back to my 20s, where I worked a corporate job for years, that's what it taught me. It taught me, like, how do you run a business? Actually quite badly.
Mark Cuban
Sometimes you learn what not to do.
Emma Grede
Yeah, and I really did. It's like, well, that doesn't make sense. And they're giving it away over there and this, you know, but it was a great kind of training ground for me because I learned more what not.
Mark Cuban
To do than what to do when I worked in corporate America. And. But that's what I think people get caught up in, you know, I'm not fully fulfilled. Well, you're getting paid to learn. You spent your four years in college, if that's what you did.
Emma Grede
But that's the mindset shift, right? It's like you're getting paid to learn. Not like, I'm not fulfilled. This is not like, you know, my purpose in life. It's like, it's not supposed to be your purpose. It's a check. And if you can appreciate it as like, I'm learning every day, because whatever.
Mark Cuban
You start, right, you're going to have to go through a learning process. Using ChatGPT or not, you're going to have to go through a learning process. And if you can do it on somebody else's dime, and if in the back of your mind, you know, I want to be an entrepreneur like I did, I was always looking at that stuff because I knew I wanted to have my own company at some point. So every day was a chance for me to learn, you know, even if it got me fired. And, you know, I think now it's not any different. And when I graduated from college, the unemployment.
Emma Grede
Do you think it isn't any different?
Mark Cuban
No.
Emma Grede
Really?
Mark Cuban
No. Like when I graduated from college, you.
Emma Grede
Don'T think there was just like so much more opportunity years ago? Like.
Mark Cuban
Oh, hell no. Really? Hell no.
Emma Grede
Oh, I challenge you on that one. Yeah. I mean, so, okay, so I think for example, if you went back 30 years for me, it seemed like there was just so much less competition. No.
Mark Cuban
Well, just because it wasn't all online where you can see it, you know, that's true.
Emma Grede
That's fair.
Mark Cuban
But now.
Emma Grede
But isn't that so much part of it, Mark? Because like the fear for so many people is what they know and sometimes what you don't know. Like I feel like my naivety in the beginning of starting a business was my biggest superpower because you don't know what you don't know. So I was like, you don't know.
Mark Cuban
To be afraid of this or that.
Emma Grede
Yes, exactly.
Mark Cuban
For sure. But think about it. You know, going to your question right back then, you needed a whole lot more money to get started.
Emma Grede
Sure.
Mark Cuban
Right now if you have a phone.
Emma Grede
And chatgpt, cost of entry is low. Yeah. Nothing you can figure out. Shopify.
Mark Cuban
Shopify. Right. Amazon, whatever. Right. Molds were more expensive. You couldn't just send it to China. Everything was more expensive to make. Shit was a lot harder, more expensive. You couldn't just go online like with, you know, and just learn all this shit. Like when I.
Emma Grede
You were reading manuals.
Mark Cuban
I would literally. I would read the fucking manual catalogs. Yes. And I was sitting in bookstores. I would literally go into bookstores, grab this magazine, grab this magazine, grab that book, go grab that book, hide in the corner and read all day because I couldn't afford to buy that shit.
Emma Grede
Yeah. There was no blinkist summary on something that's.
Mark Cuban
And there was no shortcuts. There were no life hacks that like get you there. So now it may be harder because there's more competition, but just get started. There's. There was no businesses back then. You could start with no money down unless you were just selling your time. You know, I'm shoveling driveways, going door to door, whatever. Right now, get your. Your Shopify. And if you sell something, then you go to the manufacturer or you go to the distributor and you drop ship it.
Emma Grede
There's ways. There's ways, there's ways. What's something that you wish every first time Founder knew.
Mark Cuban
Sales cures all.
Emma Grede
Sales cures all.
Mark Cuban
No sales, no company.
Emma Grede
That's it.
Mark Cuban
No exceptions to that.
Emma Grede
Because people get immortal with all the other stuff. Immortal with their model the marketing. And it's like, you need sales. I talk about this all the time. It's like, focus on distribution. Focus on your sales. Focus on, like, owning that story and just being the best salesperson possible. Because that's the all you need at the end.
Mark Cuban
Because if you can sell.
Emma Grede
Yeah. You'll figure the rest out.
Mark Cuban
Yes. Because everything else, everything follows through to that sale. If you can't sell, it doesn't matter what you're good at. It doesn't matter. Anything else for that matter. You're stuck.
Emma Grede
Why do you think people avoid that?
Mark Cuban
Because people don't like to be told no.
Emma Grede
Oh.
Mark Cuban
You know, I tell people all the time, every no gets you closer to a yes. Every no. And I would tell that to myself. I was selling magazines door to door, right? And I'd walk up, are you telling me that for $5 a week, this was going to improve the education, enjoyment of your family? No.
Emma Grede
Bye. Onto the next one.
Mark Cuban
And it's the same. Selling maps.
Emma Grede
Switch up your pitch.
Mark Cuban
You know, when I first got the maps, hey, it's less than a McDonald's. No. You guys suck. Boom. Onto the next right. You've just got to be relentless. And most people are afraid of the word no.
Emma Grede
Are you afraid to give the word no? Because I feel like getting the feedback is really hard. You just give the feedback, right?
Mark Cuban
No, I don't like to say no to people. That's my problem. That's why I don't do hiring in my companies. Because.
Emma Grede
Is that true?
Mark Cuban
Oh, yeah. Because I'm awful at hiring people.
Emma Grede
You're just like, I'm on board. No, I'm like, amazing.
Mark Cuban
I'm a sales guy, right. So, like, I think I can make this work.
Emma Grede
What is the truth, then, in entrepreneurship? That no one actually tells you the truth? That no one's the truth.
Mark Cuban
It's hard. You know what? It's. It's. There's. I think you're not automatically going to make money. Most people don't make it. Most people fail. It's hard.
Emma Grede
Yeah, that's. I think, what I've seen. And it's interesting, actually, as you go into the tank, because even if you think an idea is a great one and you think it has a market, like, not everything works out and you can give the funding and it just for, I don't know, a myriad of reasons might work.
Mark Cuban
Yeah. Most companies.
Emma Grede
Have you failed?
Mark Cuban
Yeah, of course I've failed you. You never heard about my powdered milk company?
Emma Grede
No.
Mark Cuban
I started out of college.
Emma Grede
Not a good one.
Mark Cuban
Not A good one. It was cheaper. Didn't matter if it didn't taste like milk. It was powdered milk.
Emma Grede
All right, tell me about the powdered milk company. Well, I want to know about the failure. I want to know what it. What does it mean to fail and get back up and do it again? Like, what is it in you that allows you to take the failure and it not be about you?
Mark Cuban
Daymond John says it's best. It's the power of broke. You're broke. What else are you going to do? I mean, I was eating mustard and ketchup sandwiches. I was going to a bar with $5, buying one beer and eating all the fried mushrooms and the peanuts and whatever shit they offer is good.
Emma Grede
Broke is great for a period of your life.
Mark Cuban
Yes. Right. Cause you can learn. Yeah, yeah.
Emma Grede
It's really true. But what have you learned? Do you feel like the failures that you've had, have they amounted to something that you've been able to see, like as a pattern in your life, or is it more just about the individual circumstance? Because I feel like I could look at every failure I've had and I'm like, basically the same thing.
Mark Cuban
I don't know if it was basically the same thing, other than maybe shit didn't sell, right? It's that powdered milk.
Emma Grede
Yeah, it didn't sell.
Mark Cuban
It did not sell. I remember taking samples to people mixing it up, like, look, milk's expensive. We're broke. Right? This save you money?
Emma Grede
Ish.
Mark Cuban
Just look on their face.
Emma Grede
Nothing you can do about that.
Mark Cuban
Point taken.
Emma Grede
You're like, I got it.
Mark Cuban
But it's just you, your taste in milk is different. Right?
Emma Grede
All right, so how long? Because this, this about a month. How a month?
Mark Cuban
Yeah, about a month.
Emma Grede
Yeah, but isn't that the thing? At least you didn't try to do that for a year. Because some people just don't know how to sell.
Mark Cuban
But there were no sales. It was going nowhere, you know?
Emma Grede
I know, but people don't always hear that. Don't you think, like, you must deal with a lot of early stage founders that just don't read the signs, they don't see it. And I think it's really important to talk a bit about failure and to talk about when it's time to pack it in?
Mark Cuban
I never really thought of it that way, but you're right. You have to have a lot of self awareness to be an entrepreneur. You have to know what you don't know unless it's early. But once you get going, in particular, you have to know what you suck at. And you need to know how to get people to compliment your skills. I think a lot of times entrepreneurs think, I can do it all, which at the beginning you pretty much have to. But as you grow and you're trying to scale your business, if you have any success at all, you need to know what you're not good at, and you need to find people who complement your skills. I think one of the mistakes entrepreneurs make sometimes is they won't bring in people with expertise that they don't have to be their startup partners. I'm not going to give up some of my company. The thing that cracks me, I can't tell you my idea. You might steal it.
Emma Grede
I'm like, trust me, I won't. I promise you.
Mark Cuban
I'm like, fine, then don't tell me.
Emma Grede
Next. Yeah, onto the next one. But it's a great question, actually, just to understand the mistake that so many first time founders make. And I feel like if I look back at my history, I'm an overly optimistic person and I feel like I can will anything.
Mark Cuban
I can make a way.
Emma Grede
And sometimes I'm like, emma, you can't wear that powdered milk. That's.
Mark Cuban
I can sell anything. Right? Honestly.
Emma Grede
And sometimes that will get in your way. But I've learned that about myself.
Mark Cuban
And you learn, right? But it's okay to bang your head against the wall like that and learn?
Emma Grede
Yes. As long as you learn.
Mark Cuban
As long. Look, I say this all the time on Shark Table. Doesn't matter how many times you fail. You only have to be right one time. Just one time.
Emma Grede
What are you spending most of your time on now when you, you know, because it's like you're in a whole new stage of your life where you've made decisions that are all about what you want to do and how you want to spend your time. And I'm curious as to your routine, what you do in a day, what you need to get out of a day.
Mark Cuban
Beg my children to spend time with me, basically, please.
Emma Grede
Do you want to hang out? Please. I'll fly you to the game.
Mark Cuban
Whatever, right? Seriously, it's like, can we go to lunch? You know, let's go. It's.
Emma Grede
So if your kids only knew how many people wanted to go to lunch with you.
Mark Cuban
Oh, of course.
Emma Grede
We should tell them. Kids figure it out.
Mark Cuban
If we go out, then I gotta deal with people, right?
Emma Grede
That's true.
Mark Cuban
You know, and so I feel bad for them on that end of it. I always have the conversation, you know, if your friends get drunk and screw up. Nobody cares. You're my kid. It's gonna be on the front page.
Emma Grede
Sorry, kid.
Mark Cuban
Yeah, that's the responsibility you bear. And sometimes they don't want to go out. And they'll go, I'll go with mom, but I don't want to deal with the dad. And that's kind of heartbreaking.
Emma Grede
Yes, I can imagine that. That really is heartbreaking. Actually, it's really difficult for them. But that's really what you're optimizing for, to spend time with your kids.
Mark Cuban
Yeah. And like I said in the AI stuff, I mean, I really get into it, obviously, and it's like, knowledge truly is power. And knowing how to use these tools, it's everything.
Emma Grede
It is going to be everything. When someone asks you what you do now, what do you even say?
Mark Cuban
I do a lot of emails from all the different companies, and we haven't talked about costplusdrugs.com yet. Right. That's a big one.
Emma Grede
Oh, well, I really wanted to ask you about costplusdrugs.com. i mean, are you okay? So this was my thing, Mark, because I know you're a very political person, and I saw. I may have cut knots like I saw you out there. I thought, first of all, I do not understand why you're not the president of this country. And I know everybody asks you, but are you 100% sure you're not gonna run?
Mark Cuban
I wouldn't put my kids through it. Really?
Emma Grede
You're not gonna run for president just for us that need you?
Mark Cuban
Just for me really nicely?
Emma Grede
No, just for my whole family that are like, you know, don't you want.
Mark Cuban
I get asked every day?
Emma Grede
Is it every day that much?
Mark Cuban
Lots of times a day.
Emma Grede
Okay, fine. Then I won't bug you back. But you've really considered it hard?
Mark Cuban
Yeah, for a while I did. Yeah. It's just not for you. Yeah. My whole life I never got into.
Emma Grede
Do you have the feeling that if you run, you would win?
Mark Cuban
Yeah.
Emma Grede
Yeah, 100%.
Mark Cuban
I know that may sound arrogant.
Emma Grede
It's not arrogant. I think it's a fact. It's like, I could guarantee I would bet on you and Michelle Obama.
Mark Cuban
Boom.
Emma Grede
As the president.
Mark Cuban
Michelle's better suited than I am, But.
Emma Grede
I mean, I don't think she necessarily wants to do that. We won't speak on her behalf. I think if Eva. If you wanted it, you'd have it.
Mark Cuban
I mean, the running part would be fun, you know, but just the shit my family would go through.
Emma Grede
Fair.
Mark Cuban
Yeah. If I was Single, Yeah. I would do it, you know, if my kids were 40 years old.
Emma Grede
Well, there's still time. Your kids will be 40. One of these days.
Mark Cuban
One of these days.
Emma Grede
Just saying. Just saying. All right, back to Cost Bloods Drugs, because I saw that President Trump had made this announcement about leveling the cost of, you know, prescription drugs, right? And so it immediately made me think of you. Is that problematic for your business?
Mark Cuban
No, it's great.
Emma Grede
It is.
Mark Cuban
It is great, yes. So let's say what Cost Plus Drugs does.
Emma Grede
Please tell me.
Mark Cuban
Everybody likes their doctors and all that stuff, but nobody likes the financial side of healthcare. It's a mess, right? You have to deal with benefits and all that stuff and there's no upside.
Emma Grede
Well, as an English person, we still don't understand it, you know, that we get eye drops for four pounds. Four dollars.
Mark Cuban
NHS gives you everything.
Emma Grede
I will never understand what it costs in America to get something that for my entire life I've taken totally for granted.
Mark Cuban
Well, it may be cheaper over here now, but through Cost Plus Drugs. So anyways, nobody likes the financial side because you don't know what anything costs. There's no transparency. So we created costplusdrugs.com and so you go to Costplus, you put in the name of the medication. We don't carry them all yet. We've got like 2,500 different SKUs. And if we carry it up, it pops up, right? Like your eye drops. And then we'll show you our actual cost and then we'll show you our markup, which is 15%. And you have your choice of mail order. If it's mail order, it's $5 for the pharmacist, $5 for shipping and handling shows up in a couple days. Or you can go to a local pharmacy. That's it. Right? But by being transparent, we change the game. By only having a 15% markup, people trust us. I read this thing one time and I firmly stick by it. Now, trust equals transparency divided by self interest, right? Like, how much are you doing for yourself? Or how much are you doing for your customers? Basically, right? So our markups.
Emma Grede
Say that one more time for me, Mark. That's so good.
Mark Cuban
Trust equals. It's a formula. Trust equals transparency. How transparent are you on a scale of 1 to 10? Cost plus drugs is a 10. And then self interest, how much do you put yourself ahead of your customers? Or how much do you put your customers first?
Emma Grede
That's really powerful for customers, right?
Mark Cuban
Our markup is only 15%. People are like, that's fair. So you get to see the total cost right there. And we publish our full price list. And so by doing that, we've just exploded and we've changed people's lives. And on my professional side, there's nothing more rewarding. I get emails all the time. I can't imagine I was going to spend $900 on this medication for my cancer and I couldn't afford it. I go to Cost plus drugs and it's $21. I mean, or you save me $15,000 a month. Right. It's insane. And so, you know, cost plus drugs comes along and we've just been around for three years. So now let's tie it back to what the administration's doing. They want the cost of medications to be the same as they are overseas. Well, on generics, which is most of our SKUs, we're already cheaper. Like most of the generics that you would have to buy in the uk, we're cheaper. Go to Canada, we're cheaper just because the way generics are structured. But for brand name drugs, it's a mess. And so there's these things called pharmacy benefit managers that are the middlemen who are keeping the big pharma manufacturers from working with us because they know if we introduce transparency, it'll screw up the game for them.
Emma Grede
It's over.
Mark Cuban
So now with this stuff from the administration and wanting to match those prices, now the manufacturers of those brands, they think they can get out from under the thumb of these middlemen, the pharmacy benefit managers, and work directly with us. And I think it'll happen. It looks like it'll happen. So if that happens, a lot of these brand medication prices, they're going to tumble. They're going to tumble.
Emma Grede
I mean, it's a win win for consumers basically, for sure. And why did you choose this category for a new business? Because it's kind of outside of everything that you've done in technology.
Mark Cuban
Yeah, because I mean, and I saw an opportunity to disrupt something that's really fucked up.
Emma Grede
It's really fucked up.
Mark Cuban
Yeah, yeah, yeah. So we're trying to simplify it through transparency. Like for my employees, there's no co pays for my employees. If you do your stuff through our network. Right. If you do your stuff, if you buy your drugs through Cost Plus Drugs, there's no copay. We pay for all of it. And now we're setting up this direct contracting with hospitals and doctors and everything. And I can get all that stuff to you guys so that there's no out of Pocket for our employees, for anything that we cover. There are no pre authorizations at all because we're willing to work directly with the hospitals and cut out the middlemen. We pay them a lot less. We just pay them upfront.
Emma Grede
It's seriously impressive. And it's pretty noble, actually, to be doing this at this stage.
Mark Cuban
Yeah, I'm not doing it to make money. Right. I don't need the money. But the whole idea of fucking up healthcare, I mean, that's exciting. Yeah. That's fun, right?
Emma Grede
I love that. You always come back to fun. That's going to be my big takeout from you, actually, because it's all about you having fun.
Mark Cuban
Yeah, it's really good, right? Like, when you see somebody wearing your stuff.
Emma Grede
Oh, it. Nothing makes me happier. Also, nothing makes my husband happy. Because what happens to us in restaurants is that people come up and they flash us. You know, they go skims and, you know, he kind of puts his head down and pretends he's looking at his dinner. I'm like, this is working out really well for you.
Mark Cuban
Right?
Emma Grede
That's basically my life right now. People just flashing me their bras.
Mark Cuban
Perfect.
Emma Grede
And I wonder if you have any regrets at all, because you've done so many things, so many impressive things. Is this something that you missed or something that.
Mark Cuban
Yeah, there's lots of stuff that I missed.
Emma Grede
You don't dwell.
Mark Cuban
Yeah, I mean, I don't really dwell on it. I tried to learn from it, just not repeat it. I wasn't nice enough. When I was first getting started, you know, I literally had one of my partners say, people are afraid of you. You know, I didn't listen all the time, you know, because I was focused on doing what I was focused on. And so I missed things. And that negatively impacted people who worked for me. So there's a lot of mistakes that I've made, and that's just inevitable. And I wish I could have done it differently. And if I had to do it all over again, I would do it differently. But it's done, and I try to learn from it.
Emma Grede
But you really have learned from it. Because if. And I mean this in all seriousness, you are one of the nicest people I know.
Mark Cuban
You know me well, but you just don't see me when I'm like, fuck you. Don't do that.
Emma Grede
I hope I never see you like that.
Mark Cuban
No, I don't do that. Those days are gone. But I used to.
Emma Grede
But it must be something that you've really decided, like, I'm going to be a nice guy because that really is who you are now.
Mark Cuban
People would rather work with you if you're nice.
Emma Grede
Of course. I mean, I've always taken the opposite point of view because I feel like, you know, you get more of honey, like you're just going to be nice and like people are going to do more for you, they're going to be nicer to you. No one likes the way that it works.
Mark Cuban
No one likes people that piss them off or they hate.
Emma Grede
No one likes an asshole. I'm really interested because you talk about your kids so much and I wonder what you're teaching. Teaching them.
Mark Cuban
That's a good question. Sometimes it feels like nothing. They're good kids. I mean, I've got to say my kids are really good. My oldest is a junior in college, my middle is just graduated from high school last week and my son, my youngest is going to be a sophomore in high school. And so they know everything obviously.
Emma Grede
Yes, they do.
Mark Cuban
And I'm trying to like just be there as much as I can and participate as much as I can or as much as they'll let me. So I don't mind chauffeuring my son wherever he needs to go or driving. If any of my kids wants to do something unless I just humanly can't, the answer is yes. And so that to me, other than cost plus learning and doing what I do professionally, but family wise, just trying to spend as much time with my.
Emma Grede
Kids and family I am because I spent such a long time sitting next to you and trying to extrapolate bits of information, I thought it'd be remiss not for me to try something today. And so I feel like I'm in a bit of a chapter change. I've always looked at my life, it's like I have my consultant life, I have my business starting businesses life and now I'm in a bit of a different chapter. And I wonder what you would say to somebody like me given everything that you've learned.
Mark Cuban
What chapter are you in?
Emma Grede
Well, you know, it's an interesting one because I feel like, you know, I love what I do, I really, really do. I love these businesses but I'm definitely at the stage where working kind of 16 hour days and filling every 40 minute you know, section of my life.
Mark Cuban
Make sure it's all right.
Emma Grede
Yeah, it's really difficult and I'm in the time of my life. You know, I have a 11 year old and an 8 year old and twin 3 year olds and so I'm looking very purposefully for A different type of rhythm to my day. Certainly not to say I'm going into retirement.
Mark Cuban
No, no, I get that. Right. No, I know exactly what you're saying to me.
Emma Grede
But a different rhythm, like more opportunity to indulge in the things that I love and also share the things that I.
Mark Cuban
Well, I already know the answer. You got to learn how to trust. You've heard this before, probably a lot, right? Because when you're really, really, really good at something and you know, it takes more time to convey it to somebody and wait for their answer and then explain what you want and you just.
Emma Grede
Want to do it yourself, let's just.
Mark Cuban
Get it done, right? Because we've got other shit to do. And so like I said, I suck at hiring. And so I had to get help with having somebody that I trusted to hire the people that I know we needed, even if it meant turning over that person multiple times. Because you've got to find you, you've got to find your mini mes and be able to trust them.
Emma Grede
It's so hard.
Mark Cuban
It is really hard.
Emma Grede
It's so hard.
Mark Cuban
Especially when it's a go, go, go, go, go business. But that's what you got to do because otherwise you're doomed to 16 hours a day. Forever.
Emma Grede
Forever.
Mark Cuban
Yeah. And it doesn't stop and it doesn't need to be a magic pull. And what I've always tried to do and like I said, I don't really hire, but I'm good at promoting people and starting with somebody, getting to know them and trying to get them into new skills that they can grow with and I can grow with them so that who is the one person that caught your attention in one of those hours, in that 16 hour day that can deal with that issue, that you can train or support or they can just tag along with you until they get there and you trust them, then you've got to be honest with them. Here's why I'm doing it. It may or may not work and if it doesn't work, doesn't mean I'm going to fire you. But you may be disappointed that you're not that person the way I need that person to be. No knock on you. This is just a very specific role that I need. That's what you gotta do. Because it's hard, hard in your situation where you've gotten like this and now you gotta fight.
Emma Grede
You're a fight. Every day's a fight.
Mark Cuban
Because whenever you see this for even a day or a week or no.
Emma Grede
You can't, you're like, then you have to go fully back in.
Mark Cuban
It's right. And it's just like, what the fuck's going on?
Emma Grede
Yeah. And it's exhausting.
Mark Cuban
And it is exhausting because you have people that gave you money and now you're responsible to them and they're trying to get their ROI and they want to know why this isn't happening. And you've got your budgets and it's driving you crazy that you've got a budget that somebody else is also wants to know instead of just you knowing it.
Emma Grede
They're like, you've been here before, Mark.
Mark Cuban
Right? It's just like. But you took that money, right?
Emma Grede
You took that money, you got to.
Mark Cuban
Make that money that comes out.
Emma Grede
That's just it. But it's a great lesson for an entrepreneur and for founders because if you don't trust people, you can't grow like there's no one. But it depends who you are in.
Mark Cuban
Your life cycle, right? Yeah, everybody's.
Emma Grede
It's all about where you are, right?
Mark Cuban
Because individually you have a life cycle like what you can tolerate and what you've done and what you've accomplished. And the risk reward for your time because your time value goes like this as you get older and the money, if you made enough money, it starts to. Unless you're a person that just needs more and more and more. And I don't get that sense. Right. So now it's about your time. But it's also about the obligation because I always say raising money isn't an accomplishment, it's an obligation.
Emma Grede
It's an obligation. Ain't that the truth?
Mark Cuban
And so now you have this obligation. And so the good news about it, in having it is that like you said, industries go in phases and you still have to find those people who help you adapt to the next phase. So what's hot and what's next for Gen z and the 15 year olds are going to be different than the 25 year olds. And so trying to find those people, that's the challenge. And that here I am trying to give you a vibe. Right? But that's the part you got to figure out how to conquer. How do you hire those people to put you in that position? And what's the learning process to get there, to be able to do it? Because if you don't do it, you already know what happens.
Emma Grede
You're doomed, you're stuck, you implode, you're stuck. Yeah, yeah. And it's really interesting because I feel like one of the things that I spend the most time on is hiring. Because it is when you get a person that comes into your business and you can truly trust them, it's like an unlock, right? You're like. And hopefully they're teaching you when you get people that are really successful.
Mark Cuban
And the worst part is if you make a mistake, then it's the worst thing ever. It's the worst because it's a reflection on you that you did it wrong, and then everybody else knows it's wrong.
Emma Grede
And you make mistakes all the time, and it doesn't matter. I make mistakes all the time. Every year there's a handful of people that I'm like, this is just not gonna work. And they were good somewhere else, and they had the experience, and on paper they were amazing and they were fully vetted and da, da, da, da, da, da. But it doesn't work out. For whatever reason, it doesn't work out. That's when I talk about, you got to kill your darlings. Like, just get it done.
Mark Cuban
Oh, yeah. You always high or slow fire fast.
Emma Grede
That's the one. Ain't it just.
Mark Cuban
And you adjust.
Emma Grede
I wonder what is left in your life for you to accomplish.
Mark Cuban
Well, I'm just getting started.
Emma Grede
Do you feel like that?
Mark Cuban
Yeah, of course. Yeah. Don't let the wrinkles fool you.
Emma Grede
I love that you feel like you're just getting started.
Mark Cuban
Yeah. Like I get these, you know, these requests. We want to give you a lifetime achievement award in tech. We want to give you an honor for the. I'm like, fuck, no, I don't. Yeah. Like, no, I'm not taking awards. Like, I take two awards and I always say no to the rest. I just don't do awards because I'm just getting started.
Emma Grede
What is it that tells you you're just getting started? When you're so accomplished, what can be left for you to. What's the answer?
Mark Cuban
Disrupting industries is that are fun. Fixing healthcare could be amazing. I got a lot of work to do there because we have a path on pharmacy, and I think I have a path on fixing the healthcare side of it too.
Emma Grede
Right. Amen to that. I mean, sign me up.
Mark Cuban
Yeah. You know, and you connect me with.
Emma Grede
Your hr, I'll be your guinea pig. I mean, I am ready for it.
Mark Cuban
The things I'm doing for my companies. To eat your own dog food stuff. Yeah. I'll turn you on to all of it.
Emma Grede
Yeah, we really, really need to do that.
Mark Cuban
But doing that, though, right?
Emma Grede
But that's where your ambition lies in, like, really changing, disrupting inventories industries. But having fun is important to you at this point because.
Mark Cuban
I mean. Yeah. Cause it's rewarding. You know, I'm competitive in everything, you know, but I stick to things I can be good at.
Emma Grede
Yeah. Well, that's the pattern in everything that you've done. Right. You've found what you've been really good at, and you've just gone deeper and deeper into it and had more and more focus.
Mark Cuban
Exactly.
Emma Grede
I read last week, or maybe it was the week before, that you'd started a big sports fund now.
Mark Cuban
Yeah.
Emma Grede
What is your plan there?
Mark Cuban
So Harbinger is with a guy, Rashawn Williams, who was a guest shark.
Emma Grede
Amazing.
Mark Cuban
So he came to me. Yeah. And he was like, hey, we want to do this fun. Would you help? I'm like, sure, sure.
Emma Grede
That's right up your alley. Right.
Mark Cuban
So I can help you.
Emma Grede
But you sold the Mavs now.
Mark Cuban
What's that?
Emma Grede
You sold the Mavs now.
Mark Cuban
I still have 27%, but I don't have controlling interest.
Emma Grede
Oh, is that hard for you, Mark?
Mark Cuban
Because that's not the way it was supposed to be. But that's a whole nother conversation.
Emma Grede
I mean, we've had this conversation. I was like, did you know? Yeah.
Mark Cuban
Especially like, yeah, it was the first LUCA game.
Emma Grede
It was the first LUCA game that we were at.
Mark Cuban
And I was like, yeah. And you were.
Emma Grede
I don't know about that. I was giving you shit. Because I was like, I think this was not good. I think this was not a good move. You're like, what do you know?
Mark Cuban
And all of LA is just like, thanks, Mark.
Emma Grede
I was like, I'm gonna ask the question that everybody wants to know. It's like, did you know? And why did you do that?
Mark Cuban
I didn't know, and I didn't. And I was supposed to be in charge of it. But, yeah, you know, he gave me a lot of money and changed his mind, so I kept the money.
Emma Grede
What are you gonna do? Well, thank you. We're happy to have him. That's all I can say. But go back to the sports fund for me. Yeah.
Mark Cuban
It's not too hurtful, but. No. So what we want to do is minority interest in sports franchises are hard to sell sometimes. And so we just want to create a vibrant marketplace with some transparency for anybody in a major sports franchise who maybe their families have owned it for 30 years and they own 1% or 5%, so it's more for minority ownerships not to try to get control.
Emma Grede
Interesting. Are you spending a lot of time on that?
Mark Cuban
No, not A lot. I just answer.
Emma Grede
It's more fun for you.
Mark Cuban
Yeah, I just answer questions and connect people.
Emma Grede
I love that. It's just, I mean, it feels like you're never, you're never gonna stop. Do you ever think that there'll be a day when you're like, I'm just gonna pack it up and I'm just not working?
Mark Cuban
It's not work. It's not work. Will you ever stop thinking about all this stuff? We ever stop seeing something and.
Emma Grede
Never. Because I really do genuinely love it and I imagine I'm just going to like keel over one day, like mid.
Mark Cuban
Well, you know. And it's just about allocating your time, right. So I don't have to go into an office and spend 14 hour days worrying about the furniture or whatever. Right. It's just like I do almost everything via email and some zooms. Right. So I'm meeting with pharmacy companies over zoom and whoever. And I mean, literally there's not a minute of it that I do not love. It sounds great. It is fun for me to learn all this pharmacy shit and people are like, wait, you're the Shark Tank guy. You're not supposed to know all this. I'm like, it's important. I put in the time and I learned it. And then how do you apply AI to all this and learn all this stuff for our manufacturing so that we can be the lowest cost provider versus everyone else in the world? Stuff is fun. Like you were saying, once you find something that you love to do and it's fun, just keep on doing it or finding new applications. So I don't see a reason to stop any of the stuff that I like to do.
Emma Grede
Why would you? Well, honestly, I am so happy to speak to you because I just think that you are one of the most inspiring, honest people. And honestly, from the day that I first met you, I was like, this Mark guy is like all that he cracks up to be. You're the least disappointing person in the world, let's say that.
Mark Cuban
Okay, That's a hard scale to be on. I mean, it is a great compliment.
Emma Grede
Because everybody you ever meet, you know, you build them up in your head.
Mark Cuban
And then you're like, if you knew everything, disappointed. Yeah, trust me, if you knew everything.
Emma Grede
Well, don't tell me, I've had enough.
Mark Cuban
No, but like, we all do, right? We all do dumb shit.
Emma Grede
We all do dumb shit. No, but you know, it's really interesting, Mark, because I think that success does funny things to people and it's amazing when you can Be as open and as giving and still have these, like, really big aspirations to make things, you know, to have your fun, but to make things better, I think is really impressive.
Mark Cuban
Do this.
Emma Grede
And what do we do? It's the best in the world. It's the best ever.
Mark Cuban
The least disappointing podcast I've ever done.
Emma Grede
I'll take it. I'll definitely take it. I've only got rapid fire for you now. All right. The first thing you do when you wake up and the last thing you do before you go to bed, please take a shit. I didn't know we were going to get that, honestly, but that is so true.
Mark Cuban
Yeah, I was going to give.
Emma Grede
You're the only person who is ever going to say that. I'm going to run a compilation of these and be like, take a shit.
Mark Cuban
I was like, I could tell her what I normally say, but that would be no fun.
Emma Grede
Manifesting. Meditating.
Mark Cuban
Yeah, like, check my emails, whatever.
Emma Grede
No, take a shit. Damn right. Literally the best. I should have asked that question last because now we can't recover. This is what I mean. Like, you're the best. Who would say that? And this is what we need. A president that just, like, does that. Mr. President. Mr. President.
Mark Cuban
Lactose intolerant. Gotta go.
Emma Grede
Amazing. Okay, that is amazing. What are you currently aspiring for in your business life and in your personal life?
Mark Cuban
Personal life. Just more time with my kids, you know, just with them wanting me instead of me dragging it. And professional. Just fucking up the healthcare industry and really changing it in this country.
Emma Grede
What's a book that changed your life?
Mark Cuban
Probably several of the Ayn Rand books. Like Fountainhead was big. Couple of her books. Yeah.
Emma Grede
Any of those?
Mark Cuban
Yeah, Like, Howard Rourke was like my role model. He was like a guy in her books that just didn't care what other people thought. Just focused on learning and trying to be the best he could be in his mind. And so that kind of was modeled. Like, a lot of people think, well, that's too laissez faire and too libertarian. But that part didn't matter. It was just like, this was a guy who was just all about not caring and just going for it. Love that.
Emma Grede
Clearly. Roald. Mondo. What is something you valued when you were starting out that you don't anymore?
Mark Cuban
Probably status. I remember after I sold my first company, going into bars, thinking to myself, I'm richer than you. I'm richer than you. I'm richer than you. Just dumb shit that guys.
Emma Grede
You mean you don't walk into bars thinking that anymore.
Mark Cuban
I already know.
Emma Grede
All Right. Something that you value now that you didn't back in the days.
Mark Cuban
Kindness, empathy, probably most. Yeah, I wasn't real empathetic at all when I was first getting started. It was just like, go, go, go, go, go, go, go, go, go. If you're in my way, get the fuck out of my way. That was it. And now, you know, then I went literally kicking. But you know, but now it was just like, okay, I'm sorry, let me see if I can help you. This isn't a fit. That isn't a fit. But you know, if I can answer any questions or do anything for you, I'm happy to.
Emma Grede
Thank you, Mark. If you're loving this podcast, be sure to click Follow on your favorite listening platform. While you're there, give us a review and a five star rating and share an episode you loved with a friend. We'll be so grateful. Aspire with Emma Greed is presented by Audacy. I'm your host, Emma Greed. Our executive producers are Kareem Gilliatt Fisher, Derek Brown and me. Our executive producers from Audacy are Maddy Sprung Kaiser, Leah Reese, Dennis Arsha Saludja and Jenna Weiss Berman. Justine Dom is our senior producer. Our producer is Kristin Torres. Sound design and engineering by Bill Schultz. Angela Peluso is our booker. Original music by Charles Black. Video production by Evan Cox, Kirk Courtney, Andrew Steele, Carlos Delgado and Arnie Agassi. Social media by Olivia Homan Special thanks thanks go to Brittany Smith, Sydney Ford, my teams at Jonesworks and wne. Maura Curran, Josephina Francis, Hilary Schuff, Eric Donnelly, Kate Hutchinson, Rose, Tim Meekol, Sean Cherry and Lauren Vieira. If you have questions for me, you can DM me at Aspire with Emma Greed. Greed is spelled G R E D E. That's Aspire A S P I R E with Emma Greed. Or you can submit a question to me on my website. Emma Greed Me ready to level up. Chumba Casino is your playbook to fun. It's free to play with no purchase necessary. Enjoy hundreds of online social games like blackjack, slots and solitaire anytime anywhere. With fresh releases every week. Whether you're at home or on the go, let Chumba Casino bring the excitement to you. Plus, get free daily login bonuses and a free welcome bonus. Join now for your chance to redeem some serious prizes. Play Chumba Casino today. No purchase necessary. VGW Group void board prohibited by law 21/TNCs apply.
Aspire Playbook: Mark Cuban’s Day-1 Blueprint for Startup Success and How AI is Changing Entrepreneurship Forever
Episode Release Date: July 15, 2025
Introduction
In this compelling episode of Aspire with Emma Grede, the host sits down with Mark Cuban, a quintessential figure in modern entrepreneurship. Known for his roles as a billionaire tech founder, bold investor, and longtime owner of the Dallas Mavericks, Mark shares his rich tapestry of experiences, insights, and philosophies that have shaped his illustrious career. This conversation delves deep into Cuban's journey from selling garbage bags at twelve to orchestrating a $5.7 billion exit with Broadcast.com, his perspectives on artificial intelligence's transformative role in entrepreneurship, and his latest venture, Cost Plus Drugs, aimed at revolutionizing healthcare.
Early Entrepreneurship
Mark Cuban's entrepreneurial spirit was evident from a young age. Growing up in Pittsburgh, Pennsylvania, Cuban was instilled with a strong work ethic by his parents. His father, an upholsterer who had sacrificed much for the family, taught him the value of earning what you desire. At twelve, Cuban began his first business venture—selling garbage bags door-to-door. Reflecting on this early experience, he remarked:
"Everybody needs garbage bags. I'll never forget, they cost me $3 a box. I sold them for six and I would drag them down to my neighbors." ([12:08])
This venture not only provided him with his first taste of business but also cultivated his confidence in sales and market understanding.
Founding Broadcast.com
Transitioning from small-scale sales, Cuban ventured into the burgeoning tech landscape of the mid-1990s. Alongside his friend Todd Wagner, he founded Broadcast.com (originally Audionet) in 1995, pioneering the first streaming company. The idea originated from a simple need to listen to Indiana basketball games in Dallas, leading to the creation of a platform that allowed users to stream live radio and later video content online.
"If this works the way I think it will work, this company is worth $5 billion." ([24:57])
Broadcast.com's IPO in July 1998 marked a significant milestone, with the stock surging from $18 to $62.75 on its first day, making Cuban an instant billionaire. The company's innovative approach laid the groundwork for modern streaming services, although Cuban later expressed frustration over missed opportunities for patents and broader recognition of their technological advancements.
Relationship with Money
Cuban's relationship with money has been shaped by his relentless pursuit of opportunity and his understanding of time's value. After selling Microsolutions and subsequently Broadcast.com, he navigated the complexities of wealth with pragmatism and strategic foresight.
"If you're happy when you're broke, you'll be happy when you're rich." ([32:26])
Cuban emphasizes that maintaining happiness irrespective of financial status is crucial. His approach to wealth involves valuing time over money, investing wisely, and ensuring that his financial decisions align with his personal values and life goals.
Transition to AI and Entrepreneurship
A significant portion of the conversation centers on the transformative impact of artificial intelligence on entrepreneurship. Cuban underscores the necessity for modern entrepreneurs to embrace AI as an indispensable tool for business development and scalability.
"First thing you have to do is learn AI. You have, whether it's ChatGPT, Gemini, perplexity, clod, you've got to spend tons and tons and tons of time just learning how it works and how to ask your questions." ([42:14])
He likens the current AI revolution to the early days of the internet, emphasizing that understanding and leveraging AI can provide entrepreneurs with unprecedented advantages in efficiency, creativity, and competitive edge.
Hiring and Team Building
Cuban shares his candid views on hiring, admitting his own shortcomings in this area. He stresses the importance of self-awareness and the ability to recognize one's weaknesses as a founder.
"They think there's a magic bullet, that if they raise money, they can go hire somebody to do A, B and C. And that's where I think most businesses fail." ([55:00])
He advocates for founders to take full ownership of their roles, especially in the early stages, and to gradually build teams that complement their skills. Trust and the ability to delegate effectively are highlighted as critical components of successful team building.
Advice for Founders
Throughout the dialogue, Cuban imparts invaluable advice for aspiring entrepreneurs:
Sales Are Paramount: "Sales cures all. No sales, no company. No exceptions to that." ([65:21])
Cuban emphasizes that no matter how brilliant a product or idea is, the ability to sell it is fundamental to a company's success.
Embrace Failure: "Doesn't matter how many times you fail. You only have to be right one time." ([71:02])
He encourages founders to view failures as learning opportunities, essential for long-term success.
Leverage AI: Utilize AI as a mentor and a powerful tool to streamline business processes, from writing business plans to designing websites.
Focus on Transparency and Trust: Especially in ventures like Cost Plus Drugs, where transparency in pricing builds consumer trust and disrupts established industries.
Cost Plus Drugs: Disrupting Healthcare
Cuban's latest venture, Cost Plus Drugs, aims to bring transparency to the opaque world of pharmaceutical pricing. By offering generic and brand-name medications at cost plus a minimal 15% markup, the platform challenges the traditional pharmacy benefit managers (PBMs) that have long kept drug prices inflated.
"Trust equals transparency divided by self-interest." ([75:46])
Through Cost Plus Drugs, Cuban seeks to simplify healthcare costs, eliminate hidden premiums, and provide affordable medication options. This initiative not only reflects his commitment to disrupting flawed industries but also his dedication to making a tangible positive impact on consumers' lives.
Personal Life and Prioritizing Family
Despite his extensive business commitments, Cuban places immense value on family. He discusses the challenges of balancing work with being present for his children, highlighting his decision to step away from Shark Tank to spend more quality time with his family.
"My only mission, because in my mind, I was retired, and my only mission was at 29. At 29." ([32:49])
Cuban's emphasis on family serves as a reminder that personal fulfillment is as crucial as professional success, reinforcing the show's theme of building a dream life holistically.
Lessons from Failure
Cuban candidly shares his own failures, such as his ill-fated powdered milk company and the early setbacks with Broadcast.com. These experiences underscore the importance of resilience, adaptability, and the ability to pivot when necessary.
"It's okay to bang your head against the wall like that and learn." ([71:02])
He reiterates that failure is an integral part of the entrepreneurial journey, offering essential lessons that contribute to eventual success.
Future Aspirations
Looking ahead, Cuban remains driven by his desire to disrupt industries and innovate. His focus on Cost Plus Drugs exemplifies his ongoing commitment to tackling systemic issues and improving consumer experiences.
"Personal life. Just more time with my kids, you know, just with them wanting me instead of me dragging it. And professional. Just fucking up the healthcare industry and really changing it in this country." ([94:18])
His aspirations highlight a blend of personal fulfillment and professional ambition, aiming to create meaningful change while maintaining a balanced life.
Conclusion
Mark Cuban's conversation with Emma Grede offers a profound insight into the mind of a relentless entrepreneur who balances immense professional achievements with personal commitments. His journey from a young street seller to a tech mogul and healthcare innovator embodies the essence of the American entrepreneurial spirit. Cuban's emphasis on sales, resilience, continuous learning, and leveraging technology like AI provides actionable guidance for aspiring founders. Moreover, his dedication to family and ethical business practices sets a commendable example of holistic success. For listeners aspiring to build impactful and successful businesses, Cuban’s playbook serves as an inspiring blueprint.
Notable Quotes
Key Takeaways
By weaving together his entrepreneurial exploits, strategic insights, and personal philosophies, Mark Cuban provides a comprehensive guide for navigating the complex landscape of modern business. This episode is a must-listen for anyone looking to transform their dreams into reality with wisdom from one of the most successful entrepreneurs of our time.