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#658 - Mike Tyson (Live at the Wiltern)

Theo Von · 15 May 2026 · 5 Egleze moments
#658 - Mike Tyson (Live at the Wiltern) ▶

What happened in this episode?

Theo Von hosts boxing legend Mike Tyson in one of the most raw and revealing conversations of Tyson's career, covering everything from childhood trauma to Hollywood scandals to active addiction. The heavyweight champion opens up about how childhood humiliation drove him to crime at age 11, how legendary trainer Cus D'Amato became the only father figure he ever trusted, and the chaotic years of cocaine addiction that nearly destroyed him. Tyson confirms long-rumored stories, including catching Brad Pitt with his estranged wife Robin Givens in a car Tyson had purchased, and drops bombshell revelations about seeking medical help for cocaine addiction only to have his doctor ask for drugs, and rehab counselors who consumed his surrendered cocaine then negotiated for access to women. The conversation spans Tyson's relationship with fame, his thoughts on death and legacy, interactions with Michael Jackson and Whitney Houston, and his current life with wife Kiki and their children. Tyson displays vulnerability discussing Cus D'Amato's death, his nine years of sobriety, and his philosophy that suffering made him who he is. The episode balances heavy autobiography with moments of humor, including extended riffs on poverty, wrestling heroes like Hulk Hogan, and Tyson pushing Von to say racially charged phrases. Throughout, Tyson emphasizes that his greatest achievement is ensuring his children never experience the poverty and abuse that defined his childhood.

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Programme
Theo Von
Published
15 May 2026
Original episode
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Egleze verifies the speaker, source and timestamp for each linked moment. Unless a moment is explicitly marked independently verified, statements remain attributed claims by the named speaker rather than established facts.

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5 moments from this episode

Source-linked · editorially selected
01
Crime & Justice

Tyson Became Criminal to Buy Nice Clothes After Childhood Humiliation

at 2:55 · Attributed speaker claim
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. Ever since that, I became a criminal and I only bought nice clothes. I became a criminal to buy nice clothes so nobody would ever laugh at me again.

Tyson revealed that childhood bullying over his dirty appearance at a dance led directly to his criminal career. After being publicly humiliated for having tar and filth on his clothes, the 11-year-old Tyson turned to crime specifically to afford nice clothing and avoid future mockery.

02
Psychology

Tyson Says Cus D'Amato Told Him Never to Speak Negatively About Himself

at 39:30 · Attributed speaker claim
When I had my mentor, he told me not to ever say anything negative about myself. Only say beautiful things about myself because my subconscious don't know if I'm playing or not.

Tyson credited his legendary trainer Cus D'Amato with instilling mental discipline at age 12 by teaching him to only speak positively about himself, as the subconscious cannot distinguish truth from fiction. This mental programming became foundational to Tyson becoming heavyweight champion at 20.

03
Entertainment

Mike Tyson Caught Brad Pitt in Car He Bought for Estranged Wife

at 46:15 · Attributed speaker claim
One day I went over her house to fuck her, she wasn't home. And then driving up the road with the BMW that I bought her, and she had some— I thought it was one of her friends from Head of the Class, but it wasn't, it was some nigga Brad Pitt trying to get some head.

Tyson confirmed a long-rumored story that he caught Brad Pitt with his estranged wife Robin Givens while they were still sexually involved during their divorce. He described arriving at her home and seeing Pitt in the BMW Tyson had purchased for Givens, adding Pitt didn't even have his own car at the time.

04
Consciousness & Medicine

Mike Tyson Reveals Doctor Asked Him for Cocaine During Medical Visit

at 1:08:30 · Attributed speaker claim
I go to my doctor and I said, Doc, I need to quit coke. He said, really? Did you take it on a valet? I said, yeah. He said, you have some on you? I said, yeah. He said, can I have some? This is on my children's life.

During a candid conversation on Theo Von's podcast, Mike Tyson recounted seeking help from his doctor to quit cocaine, only to have the physician ask if he could have some of Tyson's drugs. Tyson swore on his children's lives the story was true, revealing the dysfunction surrounding his substance abuse.

05
Crime & Justice

Tyson Says Rehab Counselor Took His Cocaine Then Demanded Access to Women

at 1:09:30 · Attributed speaker claim
I gave him the coke. The next time I saw him, he started acting funny. I said, this nigga better not took my Coke. I said, hey man, you took my fucking Coke. You gotta stop letting me have girls come over here. He said, hey, let me have girls come over there.

Tyson revealed that when he entered rehab and voluntarily surrendered his cocaine to a staff member, the counselor allegedly consumed it himself and then negotiated with Tyson to allow women visitors in exchange. The story illustrates the chaos and corruption surrounding Tyson's attempts at recovery.