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This Past Weekend: #658 w/ Mike Tyson (Transcript)

Mike Tysons interview on This Past Weekend w Theo Von 658 May 15 2026

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Read the full transcript of former professional boxer Mike Tyson’s interview on This Past Weekend w/ Theo Von #658, May 15, 2026.

Editor’s Notes: In this live episode of This Past Weekend from The Wiltern, comedian Theo Von sits down with the legendary former heavyweight champion, Mike Tyson. The unfiltered conversation dives deep into Tyson’s extraordinary life, from his deep bond with his late mentor, Cus D’Amato, to raw reflections on his childhood and his battles with addiction. Spanning moments of intense vulnerability and laugh-out-loud humor, the two share stories of fame, family, and what it truly means to find peace later in life. It is a captivating look at one of the most recognizable figures in human history, shedding his “Iron Mike” persona to reveal the deeply introspective man beneath the scars.

Welcome and Introduction

THEO VON: Yang Gang, baby! Praise God! Good to see you guys tonight. Thank you for coming out. You know, this podcast has given me just so many little moments in my life that have been so special. And tonight is certainly no different.

You know, it’s rare that you get to sit across from one of the most recognizable people in human history. This is a man who’s been the heavyweight champion of the world, okay? The entire world. He’s been everything. He’s been a father. He’s been a dang inmate. He’s been a— but I’m just saying, this is a man who has done— I mean that admirationally, honestly. He’s been a father. He’s just done so many things. Life has put so much on his shoulders, and I’m curious to know what it’s like to be him, you know? And I’m grateful to get to spend time with him today. I feel very fortunate to announce today’s guest is Mr. Mike Tyson.

MIKE TYSON: Ooh!

First Impressions and Dressing Sharp

THEO VON: You look sharp, Mike.

MIKE TYSON: Thank you. Thank you very much. I went to Stefano Ricci because I knew I was coming here. I wasn’t going to wear a suit. I was going to be casual, but I had to be casually sharp.

THEO VON: Yeah, I think you did it, man.

MIKE TYSON: Thank you.

THEO VON: Do you like dressing up or not?

MIKE TYSON: I love it.

THEO VON: You do?

MIKE TYSON: I do it just for no reason. I’m in my closet just trying on clothes.

THEO VON: Oh yeah. Like a little mannequin, or like a very tough mannequin?

MIKE TYSON: No, it’s like a real life stud just trying on his clothes.

The Story Behind the Love of Nice Clothes

THEO VON: You like putting on stuff? Have you always been like that?

MIKE TYSON: You know, let me tell you a story. One day, these guys pretty much bullied me to help them. That’s how I fell in love with pigeons, to help me build their pigeon coop. So I started coming there often, but I was, what, 11 years old. I never knew about washing and changing clothes. My mother would take a hot washing cloth, put soap on the towel, and just wash me. I never washed myself.

So after being on the pigeon coop, I have tar from building the pigeon coop, I got shit on me. Some guys took me to this neighborhood dance and everybody said, “Yo, John, hey Winky, this your friend? He got shit on him.” And everybody started laughing at me. I started laughing, but I was crying because they were talking about me. And ever since that, I became a criminal and I only bought nice clothes.

THEO VON: There’s something—

MIKE TYSON: Isn’t that crazy? I became a criminal to buy nice clothes so nobody would ever laugh at me again. Now every time somebody say, “Wow, you look nice.” Yeah, you’re under arrest, but you look great. Oh, I love those pictures. Those are the great ones.

THEO VON: Yeah, there’s something more respectable about a criminal that is well dressed, isn’t there?

MIKE TYSON: He becomes the rogue that we love.

THEO VON: It becomes the what?

MIKE TYSON: Is it the rogue that we love?

THEO VON: The rogue that we love.

MIKE TYSON: Rogue.

THEO VON: R-O-G-U-E.

MIKE TYSON: Yes, sir.

On Sharing His Life With the World

THEO VON: Yes. Thank you for joining me today, Mike. I appreciate you, man. And thank you for just— you’ve shared a lot of your life with the world. Is it sometimes scary how much you’ve shared?

MIKE TYSON: Let me correct you for a moment. You made a mistake and called me a drug dealer. I don’t have the discipline to be a drug dealer because I keep getting high on my own supply. I wish I had the discipline to be a drug dealer. I would be rich. Everybody wants to buy. The cops, everybody want to buy from me. Goddamn.

THEO VON: I’d have bought coke from you.

MIKE TYSON: Oh, thank you. Thank you.

THEO VON: You’re welcome.

MIKE TYSON: Thank you.

THEO VON: You were going to say what? I interrupted you.

MIKE TYSON: That I enjoyed getting high. Getting high was my life. Alcohol too, but both of them was my life at one time. Oh, I was sober— I’m sober for 9 years. Believe that? Sober for 9 years?

THEO VON: Congratulations.

On Drugs and Escaping Yourself

THEO VON: On the count of 3, can we both say our favorite drug? If you want to say it at the same time, or is that weird?

MIKE TYSON: Hey man, I’m an equal opportunist. I don’t have no favorite drug.

THEO VON: You didn’t have a favorite, huh?

MIKE TYSON: Anything that got me out of me, I like.

THEO VON: Anything that got you out of you.

MIKE TYSON: Yeah.

THEO VON: Yeah, there’s something about being yourself. It just gets to be too much, doesn’t it?

MIKE TYSON: Too much power, man.