Mike Tyson: From Street Fights to World Champion | E168

22 Jul 2025 · 40 min · 14 chapters

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In short

Mike Tyson’s rise from a violent, impoverished Brooklyn childhood to heavyweight champion, then his later lessons on perseverance, mentorship, family time, and financial mismanagement.

Guest backgrounds

Mike Tyson—former heavyweight boxing champion; youngest heavyweight title winner at 20 years, 4 months, 22 days; first to hold WBA/WBC/IBF simultaneously; 50-6 pro record with 88% KO; International Boxing Hall of Fame; actor in movies/TV; creator/actor of Broadway one-man show The Undisputed Truth; author; entrepreneur (Tyson 2.0); philanthropist via Mike Tyson Cares Foundation.

Key claims

Fame/money don’t guarantee happiness; success requires expecting disappointment and never giving up; “fight them all” (don’t avoid challenges); bullying taught him to confront demons; mentors (especially Cus D’Amato) transformed his life; struggle is necessary for progress; lack of money-management led to bankruptcy.

Notable examples

bullied from about age 8; pigeons became a refuge and later led to a violent robbery/fight; Muhammad Ali movie in juvenile facility sparked his champion mindset; Cus D’Amato adopted him and trained him; he describes early street crimes/pickpocketing and frequent arrests; later reckless spending and poor financial management.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding Success and Disappointment

0:00 to 1:14

Learn about the realities of success and the importance of persistence.

“Whoever believes a lot of fame and money is going to make them happy, they never had any fame or money.”

Mike Tyson's Chaotic Childhood

2:15 to 3:33

Explore Tyson's tumultuous early life and the challenges he faced.

“I always start my podcast with family because our family helps shape our personality, our values, and the preparation for our future.”

The Impact of Bullying

3:33 to 4:19

Discover how bullying shaped Tyson's motivation and identity.

“Big time, high-crime, high-drugs, high everything.”

From Bullying to Confrontation

4:19 to 6:05

Learn about Tyson's transition from being bullied to confronting his fears.

“I used to thought that I'm going to try to avoid these guys all my life.”

The First Fight and Its Impact

6:05 to 8:02

Hear about Tyson's first fight and how it changed his life.

“the greatest heavyweight boxer of all time.”

Life as a Young Criminal

8:02 to 12:43

Understand Tyson's early involvement in crime and the pressures he faced.

“If they come on the roof, you scare them off.”

Reflections on Youth and Crime

14:00 to 15:14

Discussing Mike Tyson's early experiences with crime and his upbringing.

“I had to take a shower and dress and get the feathers out my hair.”

Turning Point: From Crime to Boxing

15:20 to 24:14

Mike Tyson recounts his transition from a life of crime to boxing.

“I got arrested a lot, but I got away a lot, too.”

Cuss and the Path to Championship

24:14 to 28:00

Exploring Tyson's relationship with his mentor and the lessons learned.

“Yeah, when I was 16, I was already, what, world amateur champ, national champion.”

The Importance of Struggle in Life

28:00 to 29:22

Life requires struggle for growth and progress, illustrated through a study on rats.

“Without any struggle, there's no process.”
Show all 14 chapters

Mike Tyson's First Professional Fight

30:14 to 31:36

Tyson recounts his first pro fight, his mindset, and early victories.

“I was 18, but he seemed to be much older, probably 20, 21.”

The Dream of Becoming Champion

31:36 to 33:35

Tyson discusses his relentless pursuit of becoming heavyweight champion.

“and then after I got in my trouble legally on my sex case, I went to prison for three years.”

Financial Success and Its Pitfalls

33:35 to 35:17

Tyson reflects on his financial success, fame, and the eventual bankruptcy he faced.

“And so it was in a local paper in Catskill, the town that I am from at that moment.”

Lessons from Wealth and Loss

35:17 to 39:34

Tyson shares insights on managing money, self-worth, and life after financial loss.

“You're setting pay-per-view records all over the world for all your fights.”
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Transcript

Automatic transcript. May contain errors.

0:00Whoever believes a lot of fame and money is going to make them happy, they never had any fame or money. Whenever you're prepared to be the best in the world at anything, you have to be prepared for disappointment. Because you're going to be disappointed, you're going to be discouraged. You have to prepare that's going to happen and not to give up. Never give up. Fights to your last breath. Never, never, never give up. Success comes in many forms. Success is not drinking with you, not cheating on your wife. Success has so many different perspectives.

0:29Randall Kaplan:What's your advice to all the successful people out there who don't spend enough time with their kids? Whatever you do with your kids is going to pay off. If you spend a lot of time with them, that's different. Good stuff is going to happen to you. It's just about what you want to put that time in and what you want to get out of from that time. You don't have to win all your fights, but you've got to fight them all. That's what I learned. You don't have to win them all, but you do have to fight them all. Listen, this is what I learned from Rodney. Without no test, there's no testimony. You can't talk about your life.

0:56You've never lived it.

1:14Randall Kaplan:my guest today is mike tyson mike is the former heavyweight boxing champion of the world one of the greatest boxers of all time and one of the most recognized sports personalities in the world When he was 20 years old, four months, and 22 days old, he became the youngest boxer ever to win a heavyweight title, and he was the first heavyweight boxer to simultaneously hold the WBA, WBC, and IBF titles. He finished his professional career with a 50-6 record with a knockout to win percentage of 88%, and is a member of the International Boxing Hall of Fame. In addition to his incredible boxing career, Mike has appeared in dozens of movies and TV shows and is the creator and actor of the one-man hit Broadway show, The Undisputed Truth, and is the author of a best-selling book of the same name.

1:59Randall Kaplan:Mike is also a successful entrepreneur. He's the founder of two companies, including Tyson 2.0, and he is a dedicated philanthropist through his Mike Tyson Cares Foundation and his support of other charities, including the Make-A-Wish Foundation and the Special Olympics. Mike, it's an incredible pleasure to have you on my show. Welcome to In Search of Excellence. Pleasure to be here, my friend. I always start my podcast with family because our family helps shape our personality, our values, and the preparation for our future. You had a crazy life. Yeah. Could be crazy, yeah. So you had a crazy childhood growing up.

2:28Randall Kaplan:Your dad was a pimp. Yes. And your mother was a drug addict and helped with him in the sex industry. And when you were one year old, your parents used alcohol and drugs sometimes to put you to sleep. Absolutely. Marijuana. Marijuana at one years old. So take us through the first five years of your life. I think a lot of us remember what we were like in kindergarten. We're going to get into your later childhood right after that. But through five years old, did you realize what kind of life you were living? I had a really middle-class life when I was five years old. My life comes across like I started in the pits of Brownsville.

3:07Maybe I let people want to believe it, but that's really not what happened. I remember us living in the Brownstone, and we had, his name was Arthur. He was our landlord. He lived there, a Jewish older man. And I had a really decent life until I guess my mother, she made a bad business decision with a man and lost all of her money and stuff. And then I think that's when we moved to Brownstone, and then life became so much challenging then.

3:33Randall Kaplan:It was a high-crime neighborhood. Big time, high-crime, high-drugs, high everything. It's everything. than just a city in Brooklyn, even now. But you just don't want to be there if you don't know anyone. When you were younger, you were bullied. Big time, yes. Big time. You had a lisp. Yes. You had bad acne. Yes. You have a high-pitched voice. Overweight. And you were chubby. Yeah. So tell us. And I wore glasses. And you wore glasses. Yeah. So an unattractive kid, and that's the kind of kid that people bully. So how did being bullied influence your future? What were you thinking at the time? A lot of bullies, and this happened to me when I was bullied.

4:13Randall Kaplan:I said, I don't want to be bullied anymore, and I'm going to make it in life. It helped motivate me to be successful in life. I never thought that. I used to thought that I'm going to try to avoid these guys all my life. I never knew that they don't go anywhere. You can't escape these guys unless you confront them. That's what I learned at a young age. You can't run from them. You got to confront them. How old were you when you were bullied for the first time? as early I can meet as conscious I'm in as far as intermingling with people like going and seeing people at schools yeah probably eight years old when I started getting involved with school they always picked on me in school kicked the shit out of me it's hard to believe that someone kicked the shit out of you no listen when I see these mean bad savage guys in the streets I understand I get it I get something to happen and returning to those people and at that point would you come home crying to your mom?

5:05Randall Kaplan:All the time. What would your mom tell you? Don't worry. It's going to stop. You don't have to fight them back now. You can do it. My mother, yes, was nonviolent. She didn't believe in fighting and stuff. She believed in taking care, making sure the kids avoid reality, life. But it wasn't like that. You had to confront your demons. Right. 20 % of kids in high school between the ages of 13 and 18 are bullied. It's a national pandemic. By the time I'm 13, I'm never bullied again. And everybody's, all the tough guys are my buddies. They're one of my friends. And by the time I was 13, I knew all the gang's guys.

5:39Everybody knew me. We all robbed together. And that's just how the life was. Right. It was like a bizarro world. Like all the bad was really good. And all the good was really bad. The respectable people were bad. And the criminal guys were good. And that's how it was in that world. If you weren't involved with crime, you weren't our friend. You're the enemy. And that's how it was.

6:01Randall Kaplan:You're listening to part one of my incredible interview with Mike Tyson, the greatest heavyweight boxer of all time. Be sure to check out part two next week. Now, without further ado, here's part one of my incredible interview with Mike. At some point, you're 10 years old. Yeah. And you love pigeons. You were an unhappy kid. Pigeon was the first thing that you loved in life. A hundred percent. Listen, I've gotten involved with pigeons from being bullied. I'm walking, because, you know, in my school, you have lunch and you have breakfast. So I go and I eat breakfast, and then I leave the school, walk around the school, kill time until lunchtime comes, which is probably 11 to 12 o 'clock.

6:37So I go there, I eat lunch, and then I wait until school is over, then I can go back home. One time I had eaten lunch, and after that process of eating lunch, I was walking around the school as I normally does, and I saw three guys. And then they started to sell me and say, hey, you have any money? I said, no. And they said, if I find any money, I'm going to kick your, you know what? and let them check me. And he said, yo, you want to fly with us? And I had no idea what flying meant. And so he said, I said, yeah. Because I was scared. And so I climbed this fence. And he said, give me those milk crates.

7:10I'm throwing them milk crates. I don't know why he wants these milk crates, this tough kind of street guy. We're taking these milk crates in this abandoned building. I'm getting really nervous. I don't know these guys. And they're trying to get me in this abandoned building. He said, get up there. And I was scared. I went up this day at the second, third floor. And I climbed to the roof. And they went up first, and then I started passing them the crate. Then I went up there, and I saw this little Cooper box with a little fence, net fence. I saw birds. I was like, wow, these guys like birds? I thought these guys were really horrible.

7:44I thought these guys like birds. These kind of guys like birds? And I was impressed with those kind of guys because nobody messed with those guys. Their brothers were tough, and they always got respect in the street. And so I was there. I don't know. They'd go to the store for me. Give me some tea. Give me some food. Give me some cake, milk, this. The birds were, I didn't know at the time, but the birds they had was really out of condition. So they fly for like 10 minutes. Then they land on somebody. Go over their shoulder. You scare the birds on the roof. I'm going to fly the birds. If they come on the roof, you scare them off.

8:11And so that's the stuff I did for them. And so after they kept me captured and the school was over, they let me go home. And I definitely, you know, that whole day, I was just thinking about these birds and these guys. And so the next day come, I go eat breakfast and I go to the coop that they had me at. And as soon as I come to the coop, they see me from the roof and they start throwing bricks at me. Try to steal our birds, mother effing this and that. And I said, no, I just came by to know if any of your guys need me to do anything, go to the store for you or something. And from that day on, I was stuck with birds.

8:45Randall Kaplan:But then you had a neighbor and a bully and he did something really bad to the birds. No, no. Once I started getting involved, this is a year now. A year has passed. Now I am robbing people for the money to buy birds and bird feed. And I had my birds hidden in an abandoned building that my family happened to live in. And I showed somebody the birds that I bought with the money that I had stolen. And he went back and told those guys I had a bunch of birds. And he set me up to get robbed by the birds. And so those guys came in the room and tried to snatch my birds. And my mother came up. Hey, Austin, what you're doing?

9:22and then they ran. But one guy ran. Before he ran, he took a bird and put it under his shirt and took off, ran between my mother. And I was chasing him. I don't know why I was chasing him. I don't know why. He started saying, hey, please give me my bird. And he stopped and said, oh, the words he said, I can't even tell you. He said to me. But he said, you want this bird? You're fat. And I took the bird. He hit me with the bird's body, then hit me with the head. And one of the guys that used to bully me too, He always bullied me too, but he said, you better fight him. He was mad, even though that was his friend that did that.

9:58He felt a little bit of being assaulted by me ripping the birds. They love birds too. He took the bird, hit me with the body, hit me with the head. He called me fat and stupid and all that stuff, and I fought him.

10:09Randall Kaplan:There's blood on your shirt? On my face. Yeah, your face. Just splattered all over the place. Yeah, because when he took the head, the blood is shooting and hit me with the bird. It's traumatic even to see it. and then it pisses you off again. That's the first time I ever saw that. And it was the first time I snatched the bird head off. It was my first time. And so my friend told me to fight him. And it was sloppy. But I started fighting him. And I kind of dropped him and he fell on the floor. Not necessarily in the face, but it slipped. But it looked like I hit him. And the guys that came there to rob my bird, they all started applauding, clapping, laughing.

10:44The guy was bigger than you? Yeah. He was like 14, 13.

10:48Randall Kaplan:And you were 10? Probably 10, 11, yeah. And what was the feeling when you hit a guy for the first time? I couldn't wait to go home and tell people that I had a fight, but they knew they'd seen the fight. People started coming around, and everybody started talking, wow, man, you did this, you did that, man, you kicked such and such. And then I used to start watching my friend's box, playing around, and that's when I wanted to be that kind of tough guy, know how to fight the kind of guy in the streets, nobody mess with me. I could wear my jewelry, my fancy clothes, and they wanted to take them from me.

11:18Randall Kaplan:Did the bullying stop after that first fight? Absolutely, but then the bullying started with me. I started bullying people. That was the norm. You were bullied and then you became a bully. Yeah, that's what happened to bullied people. Hurt people hurt people. And so at that point you started getting in more fights and beating people up? Tons of fights, man. I must have had three fights a day. You would start them? Huh? You would start the fight? Well, if I'm on the bus and I'm trying to pickpocket you, and I don't know if you have a friend with you on the bus or a family member, and the family member sees me, but you don't.

11:50The Phantom Man just comes up and hits you. Boom. He's in your pocket. And he explains to his partner, he's in your pocket. And so I'm fighting on the bus. I'm getting my butt kicked on the bus because they jumped me. And they kicked me. I'm only like 12, 13, but I'm a big kid. I look like this at 13. And I'm fighting both of them. And so I get off the bus, but I snatch his chain before I get off the bus, stuff like that. And we were just very notorious. So we would get on the bus or something, a train, and the conductor would say, the bus driver, hey, everyone, Some young people got on the bus, and they're jostling, they're pickpockets, watch your pockets.

12:25When we get on the bus, we're so, wow, he said that, so we get off the bus. And it was just a struggle every day. Sometimes I go out with three friends, four friends, early in the morning, start robbing and stealing. Some of them might get killed. We all don't come home together. That's just our life as really poor kids in New York City.

12:42Randall Kaplan:What was the first time you committed a crime? You said you were pickpocketing people. And what made you do it? because that was the norm for everyone I was hanging around. These kids, they live in these low-income houses, but they dress. You'd think these guys are from prep school. They got the glasses. They got the colligans. They got the diamond watches. They was up on all the fashion designs of the day. They wore clothes, Jordache, and all that stuff. They were just into the dressing scene, and I wanted to be like that because one day I went hanging out with them because I'm flying the birds.

13:19I'm on the roof with the birds. And you get bird shit on you because you're cleaning the bird coop. You get tar on you because you're trying to tar the coop so you know rain or snow would get involved. And you look like a mess. You look shit on your face. And they say, come on, we're going to the center, the jam. I was too young. I didn't understand you had to wash, first go home and wash and do all that stuff, then come out. I used to stay dirty and funky all day because everybody liked them when we was on the roof and we were looking dirty, people would come by all hugging. Hey, we're going out tonight.

13:50I didn't know you had to go home, change, get fly. And I went to the center where they were jamming, and they saw me, and they all started laughing. And I started crying. I didn't know about it. I had to take a shower and dress and get the feathers out my hair. I had no idea about that kind of lifestyle hygiene. And after that, that never happened again. I always went shopping with the best clothes, I was just so, what was that? I was so self-conscious about my appearance.

14:22Randall Kaplan:I hope you're enjoying this video so far, but before we jump back in, I wanna know if you've ever thought about what you need to do to reach a nice level of success in your life. Over the last 25 years, I've been an advisor to more than 50 companies. I've invested nearly 100, including Google, Lyft, and Seagate. And I also co-founded a company that today is worth more than$15 billion. I've been incredibly blessed in my journey, And at this stage of my life, I want to give back. I want to share the lessons I've learned so you can reach incredible success way faster than I did. In my own journey, I've learned that having the right mentor is a massive advantage to achieving our goals.

14:55Randall Kaplan:I'm hugely passionate about mentoring others. I'm looking for a few hungry entrepreneurs who are excited to take action on their journey to incredible future success. So if that's you, I've got an opportunity. In the description of this video, there's a link where you can apply to work with me. All you need to do is answer a few simple questions, and if you're a good fit, my team will reach out so we can build a game plan together. All right, now let's get back to the video.

15:19Randall Kaplan:So, how old were you the first time you robbed somebody, and then did the crime keep... Probably 11. 11? Yeah, but I got away. I got arrested a lot, but I got away a lot, too. A lot of people say, the kid let him go. Right. So, by the time you're 13 years old, you were arrested 37 times. Probably more. I just put 37 hours down and probably more. So I would get arrested a lot, but they would let me go, the cops too. Why? Why would they let you go? Well, I was a kid. You know what I mean? First, they thought I was a tough guy because I was big. And then they saw my age, I'm 20, 12, and they said, and they would let me go.

15:54It's not like it is nowadays. You can get 10 years old. Cops will lock you up, might kill you. And it's just a whole different story. Right. And sometimes they bring me to my mother. My mother would just assault me right in front of them. And they would just laugh. The cops would just laugh. I'd just laugh. My mother kicked my butt.

16:10Randall Kaplan:I mean, I was wondering about your mom. What would she say when you came home with the jewelry that she knows you didn't earn or pay for? Yeah, she wanted some too. And I would come with their money. I would get money because I would steal money from my friends too in the house. I used to be really, I don't know, an incorrigible young kid. I had no respect for anybody. I would steal anybody's money. nobody's pain meant anything to me because that's what I've learned on the streets. Everybody else means nothing if it doesn't have anything to do with your survival. So most parents, when they come home, they know their kid's a crime.

16:46I say we cut off welfare. We have no way of getting any kind of money. Right. You know what I mean? If you sell your bodies in. But maybe you get too old to do that too. So you have no money. You're not on welfare because you got men in your house and everybody's watching these men coming in and out of your house. and your son, he's 12 years old, but he comes home with$5 ,000 or$1 ,500, something like that, and you're not going to take any money when he says, hey, ma, look at this or something like this. And when my mother took some of the money, and I would come back later and say, hey, ma, you owe me what,$500,$200, whatever like that.

17:21She said, you owe me your life. You're not going to get nothing back. And I understood that back then. That's just the way it is. I never understood family. I didn't know I used to think everybody was just criminals. That's the world I come from. Everybody is trying to hustle.

17:35Randall Kaplan:No one had a nice family that you said, one day I want to be like that or emulate, I wish I had what they had? Yeah, but they had received everything they had from crime. So how was I going to get that? By the only means, I'm known by watching the people that have what I want receive that. Does that make sense? Yes. And so that's what I wanted to do. How did they get in? Because people, they knew they were criminals, but people used to always love them, hug them. The bigger criminal you were, the more respected you were. And that's what we wanted to in the neighborhood, respect. And if you weren't wearing these fancy clothes and fancy shoes and driving your moped or your motorbike or your car even, you're not going to get any respect.

18:13Randall Kaplan:So what were your goals at that point? Was it to become a professional criminal and just be a king? Yeah, that's all I wanted to do was robbing still. That was it. And did you ever think that at some point it's going to come to an end and you may spend your life in prison or you didn't care? Well, that's what my friends were doing. We were all doing it. That's what we were doing, spending all my life. I had friends just recently come out of jail, 40 years, 38 years. They'd been locked up when they were locked up with me. When I was 12, 13 years old, they were locked up with me, but they stayed on the path of crime, and I went on the path of sports and redeemed myself in that perspective.

18:51Randall Kaplan:So you were sent to a juvie home when you were 13. No, no, this is when it gets interesting. I'm in the holding facility in the Bronx called Spoffett Juvenile Facility. And so one day we come to the auditorium. The auditorium is bigger than this. But we come here, and they turn the lights on. They play the movie The Greatest, the story of Muhammad Ali. The movie was over. They turned off the light, and Muhammad Ali comes in. Everybody goes berserk. I say right off the bat, I say, I want to be like him, in my mind, subconsciously. So a month or so go by. I get transferred to try-on school for boys.

19:30And so I get transferred there, and I get in trouble. And I don't know, probably a month or two months while I'm there, I get in trouble, fight. I don't know. I don't want to say stabbing, but just fight. And so I went from that dorm, which was a nice dorm, and then I go to Blairwood, I guess. Elwood. I go to Elwood College. I don't know what cottage is for the guys that have to be escorted all the time. They're really violent. They may be there for murder, you know, juveniles. And so they call it the lockup cottage because when you leave the cottage, you always have to have your handcuffs. It wasn't like the other ones.

20:09You can go free, go walk around. We always had to have supervision and handcuffs. And so I went there and I met this gentleman named Bobby Stewart. it. So I was saying, wow, I hear Bobby Stewart with a box and everybody talks about him. And then he came to my door and knocked on the door. I heard you want to see me. What do you want? How do you know who I am? And he was just a tough, rough guy. I'm like, wow, I thought he was going to be nice because I wanted the kids. But he wasn't nice. He wasn't nice. I said, I want to be a fighter. He said, everybody wants to be a fighter. Show me you want to be a fighter and show some respect to people because I wasn't that I was disrespectful to everyone.

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20:47I went to school and I took my reading level for like a fourth grade reading level to like a seventh grade reading level within a couple of months or so. And so he thought that was great. And I got, so I went on this stage from school, graduation or whatever it was. And I received this diploma and certificates and all that stuff. And he was impressed with that. And it wasn't like he was a big jumper to come from fourth to seventh in a couple months. He thought that was great. and so he started training me and he taught me how to fight he kicked the crap out of me most of the times

21:21Randall Kaplan:then you broke his nose yes I did that how long was it before he kicked the shit out of you before you broke his nose well it was quick though I learned quick he taught me well and then he said my wife don't want me to box you no more but I'm going to take you somewhere but at least you guys will take you to the next level and that's when I met my mentor I was 13 Right, and he became your mentor and like a father figure to you. He adopted me when I was 16. Right, when your mom passed away. So tell us about your relationship with him and his wife, Camille. Common-law wife, yes. We were married.

21:58Randall Kaplan:And what lessons they imparted on you back then that you still carry forward today? Well, that's really interesting. When I go through my life and there's certain conduct that I'm involved with, and it always reminds me of Cuss always when it comes to standing up for myself. I'm the kind of guy, listen, just for me and Cuss, I'm the kind of guy that fights better with my back against the wall, but I don't like to be my back against the wall. When my back's against the wall, I'm just insane. And that's what it's about with Cuss to Martin. It's about never giving up. We just don't give up. That was the main lesson he taught you?

22:36Randall Kaplan:No, absolutely. So you had an unusual relationship with him. He was your father, became your father. Yes. It was probably the first time. I understood the concept of love. I was just going to say, was that the first person who loved you for the first time? How good did that feel coming from the kind of home you came from to living and having a dad? That's very interesting, too, because once I felt that feeling, I wanted to do anything I could for him. He wanted me to be a heavyweight champ. I wanted to do that for him. Not for yourself? No, that, too. But for me, getting the courage and the confidence from this guy.

23:10You know, to be able to do what I did, yeah, I wanted to do it for him.

23:14Randall Kaplan:How old were you when he said, hey, Mike, you've got some special skills? The first day he met me. Just like that? Yeah. But Bobby told him already, hey, this guy's got some skills. Yeah, but the first thing he saw me boxing was Bobby kicked the shit out of me. Yeah, but then you broke his nose. No, that's before. That's way before. Okay. Bobby kicked the shit out of me, but Cuss saw something. He said, this is going to be the next heavyweight champ in the world. First thing he saw me box. Just like that. He saw it. Very aggressive. I came across very malevolent, mean. You know, I was just, you know, he enjoyed that.

23:49He liked aggressive, violent, hungry guys that won't give up. It's real mean.

23:54Randall Kaplan:Had you ever aspired to be the champion before Cuss said that you could be the champion? I wasn't a criminal all my life. That's all I knew was crying. But now you had a love for boxing. You were good at it. But at some point, did you say, hey, I'm going to be a good boxer and make a little money? or at some point you say, I want to be the best guy? The greatest fighter since the beginning of eternity to now. Listen, Cus made me believe I was God. When you were 16? Yeah, when I was 16, I was already, what, world amateur champ, national champion. I was already an established fighter in the world.

24:25Randall Kaplan:You were knocking everybody out. Yes, I would have to lie, but my age, of course, to fight in the real good tournaments, the real good fighters. Because you had to be 18? No, I had to be 16. 16? No, 18, I think. No, I think it's 16 to be open fighter, 16. At this point, you're not making any money. You're an amateur. I'm just an amateur. And how often are you in the gym every day at 16 years old? Every day. Five hours a day? Listen, three hours probably, two hours. But then I'm working early in the morning. I'm getting up running. I'm doing my exercise. I'm shadow boxing. It's basically you work out most of the day.

25:00Most of the day consists of me working out. Were you in school at all? Yes, I was. This is really cool, too, that you brought that up. and I was never interested in what they had to teach me in school. I only thought about being the champ of the world all day in school. They ain't dreaming how I'm going to defend my title and do this, and I'm going to have a beautiful house. And that's what I normally thought about. I wasn't really interested in what they were teaching me in school. So I used to always try to get kicked out of school. So one day I had a teacher that I had a physical altercation with.

25:29A physical altercation? Yes. I was saying, hey, this is good. You beat up a teacher? Kind of. I don't want to stay away from that. So I said, well, good, I don't have to go to that school no more. So my mental class, the amali, is Italian. The school principal is Lee Bordak. He's Italian. Next thing you know, these guys get up there and start talking this Italian stuff. This is when I know I was in trouble. When Cus said, where your family from? And the guy said something to Cus, whoa, really? I'm from blah, blah, blah. And next thing you know, I'm back in school again. I didn't want to be in school.

26:05I wanted to get kicked out of school. And so these Italian guys are talking, and I knew I wasn't going to come back in school. I had to fight with the teacher. How could I do that? And next thing I know, I'm back in class. I'm back in the homeroom. I couldn't get kicked out.

26:17Randall Kaplan:But was Cuss telling you, hey, Mike, you need an education. Big time. And you're not boxing if you're not studying? Big time. But you're saying to Cuss, hey, man, I just don't want any part of it. I said, I don't know how to do this. How do you put this number? or you put a knife. There's no way I'm going to do this because it's not going to work. Let's just go fight, please, please. But he was very disappointed I didn't finish school. He was disappointed or you were disappointed? He was disappointed. I was happy I didn't finish. I was really ecstatic. I think I went out with some friends that ate Big Macs and Dairy Queens after that.

26:49Randall Kaplan:What about now? Do you regret not going and not graduating? Well, listen, the best thing that ever happened to me is that I stopped school. I had time to put 100 % into my craft for my kids to go to schools. I never went to in my life and never would be able to go to. And that's pretty much what happened. My kids, listen, oh, you got to hear this. My kids are so brilliant. But they bust my chops a lot. You know, like we might be around having to talk and I might talk like I'm a big shot. And my son might say, say that again, Dad? He's 12. Dad, I never knew you were illiterate. You can't even say this.

27:26What spell is word then? They start busting my chops. So I say, hey, the reason why I'm not, I didn't go to school because I worked so hard for your guys' school for nobody teased you like your guys teased me. But they don't understand the concept because they've always been, I don't want to say spoiled, but they've always been in a position of where they never would want anything pretty much. Probably from being selfish, but other than it's really needing something to exist. No, they don't have to live like that. They can do whatever they want from a living perspective. but they just have to know that life is about struggle.

28:01Without any struggle, there's no process. You know what I mean? You get no progress without no struggle. And that's what I believe. Because they did a research study with some rats and they took these rats and they put them in this environment, probably bigger than this, but they have all the food they want, they have all the sex they want, they have everything they want. The next thing, the first thing that happened, and they start breaking up in groups. And then they have the groups of the ones that just want to stay beautiful, clean themselves all day. Then they have these guys over here that are aggressive.

28:35They want to attack them, beat them up, rape. They just do bad things. And then they have these groups over here that don't associate with the other. And so eventually, you know what happens? They stop having sex. They start fighting. It becomes chaotic, and then they all die off. And so that explained to me, without any struggle, there's no progress because people, we have to be active. You know, they weren't active. They did nothing. They didn't want anything. They just died away. So we have to struggle. We have to be involved with the outcome, what happens in life, and we have to struggle. And that's just what life is about.

29:11Life is not about just having a good time all the day. It's not about sunny days. It's about enjoying those sunny moments and deal with the world as it is on life on life terms.

29:21Randall Kaplan:I hope you're enjoying this video so far. But before we jump back in, I want to know if you've ever thought about what you need to do to reach the next level of success in your life. Over the last 25 years, I've been an advisor to more than 50 companies. I've invested nearly 100, including Google Lyft and Seagate. And I also co-founded a company that today is worth more than$15 billion. I've been incredibly blessed in my journey. And at this stage of my life, I want to give back. I want to share the lessons I've learned so you can reach incredible success way faster than I did. In my own journey, I've learned that having the right mentor is a massive advantage to achieving our goals.

29:53Randall Kaplan:I'm hugely passionate about mentoring others. I'm looking for a few hungry entrepreneurs who are excited to take action on their journey to incredible future success. So if that's you, I've got an opportunity. In the description of this video, there's a link where you can apply to work with me. All you need to do is answer a few simple questions. And if you're a good fit, my team will reach out so we can build a game plan together. All right, now let's get back to the video. Let's go back to your first professional fight. Yeah, Hector Mercedes. Who was it with? Hector Mercedes. Hector Mercedes.

30:21Randall Kaplan:And how old was Hector? I don't know. He wasn't much older than me. I was 18, but he seemed to be much older, probably 20, 21. So take us to the exact moment where you're in the locker room, you got your shorts on, Cus is there. Are you afraid you're going to lose? Or do you say, I'm going to fucking destroy this guy? I'm never afraid I'm going to lose. What's worse than losing to me is looking bad. You can look good losing, which it's looking bad losing is not good. I don't want to look bad losing. So that's what I thought about the story. I might look slobby, might look bad. Even though I looked at him, he looks like a short, you know, fatted guy.

30:57In my mind, he was a monster. So I beat him in one round. And I had a bunch of one-round knockouts. In my first fight I went the distance with, I think it was James. What was his name? James Tillis, Cowboy Tillis. I went 10 rounds. Cowboy. Yeah. Black guy. Cowboy. Okay. Cowboy Tillis.

31:16Randall Kaplan:Did he come out in cowboy boots as he was walking down? He had a hat. He had a hat. That was my first 10 rounds. And after I won 10 rounds, I knew I could go 10 rounds. And so I went on another streak, a knockout. I won the title at 20 years old. New York and the heavyweight champ ever. I made around 10 defenses. I lost my title in 1990. And I started to come back. I had four fights in 1991. I got in trouble legally. and then after I got in my trouble legally on my sex case, I went to prison for three years. Right, before we go there I want to go back to your dream. Your dream was to become the heavyweight champion of the world.

31:53Oh absolutely, that's what I

31:54Randall Kaplan:thought of. Did the dream consume you on a daily basis Consume me 24 hours a day Turned me totally out I'm talking about turn time, that's what I thought about was fighting, that's what I thought about was fighting matches, go in the room, start putting fights of old fighters together watching fights. Couldn't wait for the next one until you got your shot. Listen, I had 15 fights in one year. Of course I couldn't wait. And you had never been hurt before? Well, no. Not in the boxing league. And so take us to the actual locker room. I've talked to friends who play in the Super Bowl and they got the nerves.

32:28Randall Kaplan:They're out there on the field. You're not out there on the field warming up. You're in a room and you're... Warming up in the back, yeah. Warming up in the back. But what were you feeling the second you stepped into that ring and said, if I win this fight, this moment, whether it's 10 seconds later or going the full distance, what were you thinking? And then what was your exact reaction when you raised your hands afterward and you had won? Well, the first thing I'm thinking is that, of course, I'm really nervous. And I say, you know, this is my moment. This is my time. I'm not going to – they're going to have to carry me out.

32:59I'm going to get that belt. That was my manager. I'm going to get this belt, and I'm going to get it at any cost. I'm going to – ooh, I'm going to visit it. I'm going to tear its soul apart. That's what goes on in my mind. I have to think really violent stuff when I fight. I'm relaxed, but I think violently.

33:16Randall Kaplan:Thinking back to your childhood. Yeah. Thinking back to those crazy moments. Don't ever pick on me again. That had a lot to do with my childhood, my fighting career. Right. So you became the youngest champ ever. Yeah. And then you were the first person to hold all three titles at the same time. Your mom never knew you as a successful person. I had won the Junior Olympics twice, right? And so it was in a local paper in Catskill, the town that I am from at that moment. I take the paper home, the newspaper, and I show it to my mother. She's cooking me food, and I'm telling my mother, I'm going to be champ of the world.

33:48Watch, man, no man can beat me. Wait till I get older, this and that, and all this and that. I'll make millions of dollars in my body houses all over the country. And she's looking at me, and I know she's saying, what do these white people do with my son? Why is she talking so crazy and so grand? And she said this. Well, don't forget what happened to Joe Lewis because she was born in 1927. So Joe Lewis was the hero.

34:08Randall Kaplan:And I'm from Detroit, so we love Joe Lewis. Yeah, absolutely. So she said, remember Joe Lewis and Max Smiley? There's always somebody better. And when she said that, I went to a cuss because he gave me this big ego. And I said, listen, Mom, the guy that you're talking about right now who's always better than somebody, that's me. I'm always better than that guy. That's me. I'm the guy, Dad. There's always somebody better, Mom. And after that, she just looked at me and gave me the paper and just walked away. And I know she's, my mother, she was just really never been with a guy that just brag and talk.

34:38I'm going to be the greatest ever because you have to give yourself affirmation.

34:41Randall Kaplan:And you never got it from her. No, she taught me affirmations. My mother used to tell me how to be a kind, respectable kid. Don't go out there and fight people. You would never believe my mother. No, I couldn't believe it. You knew my mother. She was a really nice lady. She was just surviving out there. But you regret that she didn't see you as a champ and all the tremendous success you had? Oh, 100%. 100%. A hundred percent. You talked about making millions of dollars. You were going to buy all this stuff. Yes. At one point, you were the highest paid athlete in the world. Yes. And you started making a million dollars and you're getting purses of 10, 20, 30 million dollars.

35:17Randall Kaplan:You're setting pay-per-view records all over the world for all your fights. At some point, you made$400 million reportedly in the ring, which inflation adjusted is$700 million today. And in my world, in the corporate world, a lot of my friends talk about making, having a goal, right? First, you want to make a million dollars. And as you get a little older, it's now 5 million. And if you live in expensive places like LA or New York, the 5 million isn't really, I mean, a nice house costs more than 5 million New York or whatever. And then there's a concept, it keeps going up. People talk about fuck you money.

35:51Randall Kaplan:And fuck you money is, I don't have to worry about money. I can do whatever I want. But you had made fuck you money, a lot of it, and then you lost it. So you went bankrupt. How did you go? And so many people I know, by the way, who are many millionaires, centimillionaires have gone bankrupt as well. How did that happen? And what's the lessons that you took from that? I got in that condition about being really careless and reckless. Not that I thought the money was never going to end. I thought I was never going to live that long. And so I used to the life of Raleigh, I guess, right? I did whatever I want, when I went with whoever I wanted, wherever I wanted to do it at.

36:32And that was just my life of access.

36:35Randall Kaplan:But that's a lot of access. It's hard to spend that much money. No, people steal a little from you here. You give a little away here. You do a little investment, a really small amount of it. And people, you can learn how to be successful, right? You can learn hard work, diligence, and all that stuff, and you can become successful. but there's no that's a blueprint a blueprint for success there's no blueprint for managing money you know i mean no one tells you hey you gotta manage your money or doing especially when you never did it before right you know you're just a street kid and then listen i used to read about um these old guys especially the old jewish guys at the turn of the century and stuff the majority of them like flooring sigs feeling those guys yeah and when they were trying to explain to him about investing your money and doing your money in this and calls for you he said i'm not giving in the bank for my money.

37:24I'm not putting my money in the bank. And for some reason, I said, hey, I don't blame him. Anybody can take your money. You have all your money in this bank. The next thing you know, hey, the bank crashed. And so I always think, hey, that's ridiculous. I'm going to spend my money underneath my bed pretty much. And that's just how I live my life. It has a lot to do with my personality. I'm really an extreme person.

37:45Randall Kaplan:There wasn't someone near you who you trusted and said, hey, Mike, I'm going to manage your money and kind of rein you in and say, once he said that, he wasn't hanging around me no more. You just said, too bad, I'm doing what I want to do. Planes, trains, jewelry. I have all that money and I would just, I gave a lot of that stuff away. You're known to be a very generous guy. Were people taking advantage of you at the point? Absolutely, but at that moment, you become Stockholm Syndrome. You have to be. Listen, you always had this money. You have no self-love for yourself. You feel like you're in, I didn't believe I deserved everything I had.

38:23And so I never had it before. I never knew all these people. Everybody's my friend. Everybody's kissing. I'll die for you. I'll love you, this and that. That's pretty distracting. And then you say to yourself, I don't love me. How do they love me? And then you start questioning yourself. You start questioning your existence. You start questioning, if everybody loves me, then who hates me? You know, I must be an enemy to myself if everybody's my friend. and I have no enemy. The only enemy has to be me. So I started looking at myself in a different perspective, and it wasn't good. I didn't have a good self-esteem, so I didn't feel the money meant nothing.

39:05Money meant nothing to me. But this is what I found out in life. If I did it once before, I can do it again. And I did that, and then I lost my money again. But I did it again, and I lost my money again. Listen, I've been rich and broke more than anybody I know. And so I'm just grateful that I have a great support system now, and I'm living my life different, high-yield accounts. And I'm just very fortunate. I'm very fortunate and very grateful for the way my life turned out.

39:54Black Lives Matter .

From the publisher

In Search of Excellence Podcast - with Randall Kaplan

My guest today is Mike Tyson, a former heavyweight boxing champion of the world and one of the greatest boxers of all time!  At the age of 20, he became the youngest boxer ever to win a heavyweight title.  He was the first heavyweight boxer to simultaneously hold WBA, WBC, and IDF titles and a member of the international boxing Hall of Fame.

Mike has appeared in many movies and TV shows.  He is the actor and creator of a one-man Broadway show Undisputed Truth, and the author of the best-selling book of the same name.

Mike is also a very successful entrepreneur and a founder of two cannabis companies, including Tyson 2.0.  He is an incredible person and a dedicated philanthropist through his Mike Tyson’s Care foundation, and the support of other charities including The Make a Wish Foundation and The Special Olympics.

00:00 Mike’s childhood
His dad was a pimp, his mom an alcoholic and a sex industry worker
He was bullied in his childhood ("you can’t run from them, you must confront them")
Started robbing people to buy food for his pigeons
A traumatic event with the birds that changed him
Mike's first fight and from being bullied, to being the bully
Went pick-pocketing and stealing with his friends
Started with crime at 11, by the age of 13, he was arrested more than 37 times
The stealing mentality - nobody else matters
His mom encouraged him to steal (his goal was to be a professional criminal)

18:13 Juvenile facilities and Mike’s first steps in boxing
Watched the movie “The Greatest”, the story of Mohammed Ali
Transferred to Elwood Cottage
Mike was always handcuffed in a dangerous environment 
Met Bobby Stewart who inspired him to finish school and started training him
At 13, Bobby wanted to take him to the next level - introduced him to Cus D'Amato

21:14 Mike’s first mentor - Cus D'Amato
Relationship with Cus D’Amato (Cus taught him to never give up)
Cus became a father figure for him
The time Mike first experienced love
Cus saw in him the future world champion
Working out for 6 hours a day while going to school
Wanted to get kicked out of school, but Cus didn’t allow that
There is no progress without struggle (study about rats)

29:32 The beginning of his fighting career
At 18, a fight with Hector Mercedes - beat him in one round
Wasn't afraid of losing, but being a bad loser
Mike's desire to be the world champion consumed him completely
Became the youngest boxing champion ever
His mother’s reaction - never got affirmed by her

34:47 From millions of dollars to bankruptcy
Started making millions of dollars (became highest paid athlete in the world)
Went bankrupt being reckless, didn’t know how to manage money as a street kid
Being rich and going broke multiple times
Fame and money won’t make you happy
Become your own alarm system
The pain is the same at the top and the bottom of the world

Listen to this episode on the go!
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🟢 Spotify: https://open.spotify.com/show/23q0XICUDIchVrkXBR0i6L

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