Despite once being one of the highest-earning athletes in the world, Mike Tyson’s lavish lifestyle and financial missteps led to his bankruptcy in 2003. As Tyson enjoyed his fortune, he also accumulated considerable debt. Ultimately, his asset was dwarfed by his debt, leading him to file for bankruptcy.

In a recent episode, Tyson delves into his past with American rapper Tony Yayo, offering a glimpse into the struggles that came with such immense wealth. He speaks on a subject rarely approached – the pressures and pitfalls of earning astronomical sums at a young age. An unlikely anecdote involving a newly freed prisoner with a windfall of cash sets the stage for a truly unique conversation.

Unpacking the conversation: Tyson and Yayo discuss the former’s enormous wealth at a young age

In the podcast, Tyson and Yayo delve into a deep and revealing conversation about the challenges of young wealth. Their exchange is marked by a sense of raw honesty and introspection.

Yayo begins, “But how did it feel to be so young with so much money? Because at that time you got to think about it. In the 80s you was a billionaire.” Tyson’s response is deceptively simple, “I was happy.”

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Yayo continues to probe, “That money is equivalent to billions now, that money back then. So you were so young and you had… That’s a lot of pressure bro.” To which Tyson admits, “I didn’t know what to do.”

The conversation takes an intriguing turn as Tyson shares an anecdote about a friend fresh out of prison, who won a settlement for his unjust arrest. “He got a couple of millions and all of a sudden he said ‘Mike Mike you want a Rolex Mike?’ I was like ‘no no no chill no’. He wanted to give things away… I said ‘no no chill chill hold your money let’s invest in some real estate or something. You know he didn’t, he didn’t understand the concept of saving for another day. I didn’t have that concept either.”

Yayo empathizes with Tyson’s younger self, saying, “I mean, you know when you’re young you know how it was you get money you want a Rolex chain… It gets crazy.” Tyson concludes, “It was uh yeah it’s crazy, it’s crazy.”

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