‘I Never Did It. I Wish I Did’: Mike Tyson, Who Recently Came Clean on His Debilitating Illness, Once Revealed His Deepest Regret

Published 09/11/2022, 5:00 PM EDT

The boxing world was stunned after Mike Tyson was spotted in a wheelchair a few weeks back at the Miami Airport. Following this, many people became concerned about his health condition and started to speculate on the cause behind this. It was later revealed that he has a sciatic condition in his back that affected his walking.

Moreover, what makes this incident more frightening was that Tyson made some eery comments about his death a few weeks before this happened. In an episode of Hotboxin, Tyson stated that everybody has to die and that his time was also coming soon.

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Iron Mike has always been true to himself. The former heavyweight champion has stated on multiple occasions that he has a lot of regrets in his life. However, he once revealed the biggest regret of his life, which involved hip-hop legend and one of Tyson’s closest friends, Tupac Shakur.

In an interview with CBS, Iron Mike reflected back on his relationship with Shakur. He stated that the rapper always wanted to smoke cannabis with him, but Tyson declined due to him being a closet smoker.” He always wanted me to smoke weed (marijuana) with him, and I never did it, and I wish I did. That’s my biggest regret.” said Tyson.

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Tyson was deeply affected by Shakur’s tragic death in 1996 after he was shot in a drive-by in Vegas. Moreover, he was in Vegas to see Tyson fight Bruce Seldon. Although Tyson was excited to have him in the audience, in hindsight, he thinks that Shakur would probably still be alive if he didn’t come to watch Tyson.

Mike Tyson reveals he did not know Tupac when they first met

Tyson was at the height of his popularity when they first met in the 1990s but, the two weren’t familiar with each other. In an interview with World Star Hip-Hop, Iron Mike revealed that he did not know who Tupac was as he wasn’t very famous during that time. A young Shakur was just staring at his musical career that would cement his legacy in hip-hop forever.

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Tyson explained that a stranger came up to him and asked him to be let inside a club. After Tyson agreed, the stranger entered the club along with several people, one of them being Tupac. “I didn’t know that was him! I didn’t know who he was. He wasn’t famous then,” said Tyson. This would turn out to be a minor roadblock as their friendship grew during Tyson’s time in prison.

What did you think about Tyson’s regret? Let us know in the comments.

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Written by:

Sahil Sood is a Boxing writer at EssentiallySports. He earned his Bachelor’s degree in journalism and mass communication, and holds a keen interest in the 'sweet science'. His journey towards following boxing began when he first saw the highlights of Mike Tyson as a teenager, and then closely followed the rise of Floyd Mayweather.

Edited by:

Paras Pande

‘I Never Did It. I Wish I Did’: Mike Tyson, Who Recently Came Clean on His Debilitating Illness, Once Revealed His Deepest Regret

Mike Tyson reveals he did not know Tupac when they first met

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