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Mike Tyson’s many eras: From ‘Iron Mike’ to prison to Holyfield to a Jake Paul bout

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Mike Tyson’s many eras: From ‘Iron Mike’ to prison to Holyfield to a Jake Paul bout

The many lives of Mike Tyson will add another chapter Friday.

At 58 years old, Tyson will fight Jake Paul, the 27-year-old YouTube-star-turned-boxer who wasn’t even born when Tyson’s career was in its prime. It’s Tyson’s first sanctioned professional match since 2005.

The Tyson who will enter the ring at AT&T Stadium in Arlington, Texas, on Friday is a far cry from the Tyson whose pro career ended 19 years ago, when he quit on his stool before the start of the seventh round in a loss to Kevin McBride. He’s an even further cry from the Tyson who infamously bit Evander Holyfield’s ear, the Tyson who spent three years in prison or the “Iron Mike” who dominated the sport in the 1980s.

This Tyson is a shell of the fighter he once was — though he retains the confidence of a championship competitor: “I’m not gonna lose,” he said this week.

As Tyson prepares for his comeback against boxing’s viral star of today, his career beckons for a rewind. Here’s a look at Tyson’s evolution by the decade.

The 1980s: The rise of ‘Iron Mike’

At 18 years old, Tyson won his professional debut with a first-round TKO against Hector Mercedes on March 6, 1985 in Albany, N.Y. From there, his rise was meteoric.

Tyson fought 15 times in a 10-month span in 1985, winning all by knockout. He fought 13 more times in 1986, becoming the youngest heavyweight champ in history (at 20 years, 145 days old) with a second round full of vicious left hooks that sent Trevor Berbick — the last fighter to defeat Muhammad Ali — stumbling around the ring.

“I believe sincerely that Mike creates an aura of invincibility,” Tyson’s co-manager at the time, Jim Jacobs, said afterward. “I have watched Trevor Berbick on tapes. And this Trevor Berbick was nothing like the Trevor Berbick I have watched. He fought as if he was in slow motion.”

By Tyson’s 21st birthday, he was 30-0 with the unified WBA and WBC heavyweight titles. In fight No. 31, Tyson defeated Tony Tucker to win the IBF title and become the first heavyweight to hold all three major belts. He went on to defend those belts six more times by the end of the decade — all via knockout. His finish of Michael Spinks, 91 seconds into the first round, is considered by many to be the peak of Tyson’s career.

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The numbers for Tyson’s 37 fights in the 1980s were staggering: He won 33 by knockout, and 17 of those in the first round.

The early 1990s: An upset, and a conviction

Tyson was a 42-to-1 favorite and seemingly a safe bet to go to 38-0 when he took on Buster Douglas in February 1990. Instead, the Tokyo Dome was treated to one of the largest upsets in sports history when Douglas knocked him out in the 10th round. Douglas had just been TKOed by Tucker three years earlier and was relegated to the undercard the same night Tyson dominated Spinks.

Behind the scenes, Tyson’s personal life had begun crumbling leading up to the upset. His first wife, actress Robin Givens, said in a televised interview that being married to Tyson was “torture, pure hell,” and filed for divorce, citing spousal abuse. Tyson also split with his manager and trainer ahead of the bout.

After the loss, Tyson rebounded with four wins in 12 months to re-establish his standing and set up a match with heavyweight champ Evander Holyfield, but that fight wouldn’t happen for five years. In 1992, Tyson was convicted of raping an 18-year-old woman and was sentenced to six years in prison. He would serve three before his release on parole in March 1995.

The late 1990s: Tyson vs. Holyfield

Tyson returned to the ring in August 1995 to much fanfare and won back the WBC and WBA titles within 13 months to finally set up the heavyweight clash with Holyfield. But Holyfield, seen as over the hill by 1996, produced a stunning TKO of Tyson in the eleventh round.

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Rewatching the Classics: Mike Tyson vs. Evander Holyfield 1

A rematch was quickly arranged for June 1997. The highly anticipated Tyson-Holyfield II set a then-PPV record of 1.99 million buys.

Those watching on PPV and inside the MGM Grand saw one of the most bewildering moments in professional sports history. As the third round drew to a close, Tyson grabbed Holyfield multiple times and bit both of Holyfield’s ears, severing part of Holyfield’s right ear and ending the bout with a Tyson disqualification.


Holyfield touching his right ear after being bit by Tyson in their 1997 match. (Photo: Jeff Haynes / AFP via Getty Images)

Tyson’s boxing license in Nevada was later suspended, a ruling followed by other state athletic commissions. It would be over 18 months until the license was reinstated, and it was during that time when Tyson first dipped his toe in pop culture, appearing at WrestleMania XIV.

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The decade ended with Tyson returning to the ring to knock out Francois Botha in January 1999 and then serving three and a half months in prison for assaulting two drivers in an incident from 1998, before coming back to fight Orlin Norris in October 1999. That bout was ruled a no contest.

The 2000s: Boxing retirement, pop culture emergence

At 33 years old, Tyson tried to mount a late-career resurgence. After knocking out Lou Savarese in June 2000, Tyson called out heavyweight champ Lennox Lewis, infamously stating, “I want your heart, I want to eat your children.”

His opportunity versus Lewis finally came in June 2002. Lewis largely controlled the fight, as the champion survived Tyson’s round one onslaught and controlled the pace with strong jabs. With less than a minute left in the eighth round, a Lewis right cross landed flush and put Tyson on his back for the count.

The loss accelerated the end of Tyson’s professional career. His last pro win came against Clifford Etienne in 2003.

His final professional bout — until Friday’s against Paul — came against McBride in 2005. Tyson, who struggled mightily with his stamina and the height difference, managed to keep the fight close on the scorecards, but then was issued a two-point penalty for head butting. The sixth round ended with Tyson slumped on the mat after a slip, and the match ended without Tyson ever getting off his stool to answer the seventh round.

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“I do not have the guts to be in this sport anymore,” Tyson said afterward. “I don’t want to disrespect the sport that I love. My heart is not into this anymore. I’m sorry for the fans who paid for this. I wish I could have done better.”


Tyson on the mat after slipping at the end of the sixth round versus McBride. Tyson would quit the bout before the start of the seventh. (Photo: Paul J. Richards / AFP via Getty Images)

Within a few years, Tyson found a second career — through movies, television and entertainment.

He made an appearance in the movie “Rocky Balboa” in 2006, but his breakout moment came in “The Hangover” in 2009, when he air drummed to Phil Collins’ “In the Air Tonight” before knocking out Zach Galifianakis’ character, Alan. He later made cameos on “How I Met Your Mother,” “Dancing with the Stars” and in a Foot Locker commercial in which he apologizes to Holyfield for biting his ear and embraces his old rival.

The 2020s: A return to the ring

In 2020, Tyson agreed to battle Roy Jones Jr. in an eight-round exhibition, a bout sanctioned in California. Both boxers were over 50, and the match was competed under specific instructions that it should not go beyond “the boundaries of a competitive boxing exhibition,” meaning neither opponent should attempt to knock the other out.

The fight was scored a split draw despite Tyson significantly outlanding Jones. On the same card, Paul appeared in his second boxing match, knocking out former NBA player Nate Robinson.

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Netflix announced Friday’s Tyson-Paul bout in March 2024. It was initially supposed to take place in July. In April, the bout was sanctioned by the Texas Department of Licensing and Regulations to be a professional fight consisting of eight two-minute rounds fought with 14-ounce gloves.

In late May, Tyson suffered an ulcer flareup while flying from Miami to Los Angeles, forcing the fight to be delayed. According to Tyson, the ulcer was over two inches large in his stomach and resulted in him losing 26 pounds. On the flight, he said he threw up blood.

“I asked the doctor, ‘Am I going to die?’” Tyson said in the preview series, “Countdown: Paul vs. Tyson.” “And she didn’t say no. She said we have options, though. That’s when I got nervous.”

Required reading

(Photo: Timothy A. Clary / AFP via Getty Images)

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Orioles manager Craig Albernaz takes line drive to face in terrifying scene

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Orioles manager Craig Albernaz takes line drive to face in terrifying scene

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Baltimore Orioles manager Craig Albernaz was involved in a terrifying moment during the team’s victory over the Arizona Diamondbacks on Monday night.

Albernaz was struck by a line drive off the bat of Orioles second baseman Jeremiah Jackson in the fifth inning. The ball hit the manager’s left cheek and he left to be looked at by the team’s medical staff.

Baltimore Orioles manager Craig Albernaz talks to media in the dugout before a baseball game against the Chicago White Sox in Chicago on April 8, 2026. (Nam Y. Huh/AP)

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Albernaz briefly returned to the game after Jackson hit a grand slam to help the Orioles to the 9-7 win.

“He’s doing good. Just as a precaution, he’s going to get it scanned,” Orioles bench coach Donnie Ecker said.

Jackson said he had a sunken feeling when he saw Albernaz in pain after the errant liner.

“I hit and then I kind of saw Alby holding his face. My heart kind of dropped,” Jackson said. “I was able to see him afterward and see he was doing OK.”

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Baltimore Orioles manager Craig Albernaz stands on the field before the game against the San Francisco Giants at Oriole Park at Camden Yards in Baltimore, Md., on Apr. 10, 2026. (Mitch Stringer/Imagn Images)

“Knowing he was OK helped. It made me feel a little bit better,” Jackson added. “I’m just happy he’s doing OK and in good spirits.”

Albernaz and Jackson embraced after the infielder hit the big home run in the sixth inning.

“That was awesome,” Jackson said of the impromptu embrace from his manager. “You never want to hurt anybody, and Alby’s awesome. It sucked. But he wore it well and he’s in good spirits so it made me feel better.”

Albernaz is in his first year as Baltimore’s manager. He served as a bench coach and assistant manager for the Cleveland Guardians in 2024 and 2025.

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Baltimore Orioles’ Jeremiah Jackson rounds the bases after hitting a home run during the eighth inning against the Arizona Diamondbacks in Baltimore on April 13, 2026. (Stephanie Scarbrough/AP)

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Baltimore improved to 9-7 with the win and are tied with the New York Yankees for first place in the American League East.

The Associated Press contributed to this report.

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How Jerry West found catharsis by speaking openly before his death in ‘The Logo’

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How Jerry West found catharsis by speaking openly before his death in ‘The Logo’

Jerry West’s legend was so well established when he retired from the Los Angeles Lakers in 1974 that he’d already been the inspiration for the NBA’s logo. Half a century later, West remains seventh all-time in points per game and holds the points-per-game record for a playoff series, numbers even more remarkable because he did it without the three-point shot.

But, of course, West wasn’t done. As a scout and general manager, he was a key architect of the Showtime Lakers teams of the 1980s and later acquired both Kobe Bryant and Shaquille O’Neal to build another dynasty. West also was an executive for the Golden State Warriors in their heyday, providing crucial advice on player personnel.

Through it all, however, West struggled with depression and a sense of self-loathing, and had trouble with intimacy, much of it a by-product of a hardscrabble childhood in West Virginia with a domineering father.

That dichotomy, his outer success and inner turmoil, are the heart of “Jerry West: The Logo,” a new documentary for Prime Video, from “black-ish” creator Kenya Barris, directing his first documentary.

Kenya Barris in “Jerry West: The Logo.”

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(Prime)

“I’m from L.A. and was a fan of the Showtime Lakers growing up,” Barris says, so he put his name in for the project figuring he’d at least get to meet a hero. “But we immediately hit it off and I felt a kinship with him.”

That ability to connect was part of West’s magic, as attested to by the string of NBA legends who pay tribute to him in the documentary, including Lakers such as Magic Johnson, James Worthy, Pat Riley and O’Neal, along with Steph Curry and Michael Jordan.

Vlade Divac was traded by West to secure the rights to Bryant, but he selected West to introduce him at his Hall of Fame induction. In a recent phone interview, Divac praised West as “a father figure when you needed it and a friend when you needed it. He was very honest and he cared about people and helped you achieve your goals. He’s one of the best guys I ever met. Period.”

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Barris, who did extensive interviews with West before the Laker icon died in 2024, spoke by video recently about making the documentary, which also includes NBA Commissioner Adam Silver acknowledging for the first time that West was the sport’s logo. This conversation has been edited for length and clarity.

Jerry had already opened up about his life in his memoir, “West by West,” but do you think this was still cathartic for him?

His book really drew me to doing the documentary because it was so honest. I think the idea of him actually saying these things out loud in front of a camera with his kids and his grandkids around was a catharsis for him.

Did he feel he was nearing the end?

Jerry would say, “I feel like I’m in God’s waiting room.” He didn’t like getting old because he was so much in touch with his body as an athlete — he could jump higher and run farther than his friends. When I first met him, he was on the treadmill and jogging with weights. He was in his 80s but was saying, “I used to be able to jog with more weights.”

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He was feeling old but I don’t think that he thought he was about to pass.

Was he annoyed by his depiction in HBO’s Lakers series “Winning Time,” which generated controversy in 2022?

The show was entertaining, but it really bothered him and he didn’t think it was fair. I think that series might’ve pushed him into wanting to do this, if I’m being completely honest.

An elderly man with white hair smiles and stands outside a red brick home.

“Jerry would say, ‘I feel like I’m in God’s waiting room,’” said director Kenya Barris, who conducted extensive interviews with the Lakers legend before his death in 2024.

(Prime)

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He and his family talk openly on camera about his mental health issues. Was it hard to balance that tonally with his great accomplishments in basketball?

I did not want to make something that was morose or a melodrama. But it would not be complete if he didn’t talk about the struggles. When I first met him, he was just coming out of a depression and anyone who’s ever been through that understands that it is actually a struggle. So forming a whole picture of who this character was was really important. And also it was important for his family because they lived through this with him as well. They were sad to see him suffer, but they had suffered through it too.

We wanted to really talk about who this character was and what formed him. Most of who we are is formed between the ages of 0 and 12 and in those years, Jerry saw a lot and went through a lot of stuff.

When his older brother was killed in Korea and his father put the casket by the Christmas tree …

That was crazy. If we could get the audience to understand who this man was, it would give them empathy for everything after.

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As a GM [general manager], he was a white guy in this predominantly Black sport, but he came in with a chip on his shoulder, too, and he saw these young players who hadn’t had strong father figures and came from socioeconomically deprived places like he did and he was able to build real relationships with them.

He didn’t want to talk about it a lot in the doc, but he did a lot for civil rights and for players’ advocacy of the NBA, for the Black players, who didn’t have the same voice that he had. But he did it quietly.

A man wearing a ballcap and holding up a basketball jersey stands next to a man in a grey suit.

Jerry West signed Shaquille O’Neal to the Lakers in 1996 after four years with the Orlando Magic. (Andrew D. Bernstein/NBAE via Getty Images)

Two men flank a man holding up a yellow basketball jersey.

Jerry West, left, Kobe Bryant and Lakers head coach Del Harris in 1997. Bryant was acquired in a trade for Vlade Divac. (Juan Ocampo/NBAE via Getty Images)

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One thing the documentary avoids is the contentious relationship with Phil Jackson — who isn’t even mentioned — and the cause of West’s departure from the Lakers right after he built that dynasty. Did he not want to discuss it?

We spoke about it. You can’t have that long a career and not rack up some controversial things. But I did not want this to be a salacious look at the negative accounts. I got in there the idea of a strain with the Lakers, but I wanted to make sure to not defile that relationship based upon certain things that I wasn’t going to dig into. It was not a gotcha sort of documentary. It was more of a tribute to him.

People have wondered if he had stayed on, whether he could have stopped the relationship between Kobe Bryant and Shaquille O’Neal from going south, and I would have been interested to know what he thought.

We did talk about that. He believes that he could have got them to stay together and he said that he believes they could have gone on and won four or five more championships.

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Mike Breen says fans ‘deserve to be thrown a bone’ as NBA cuts all local broadcasts from the playoffs

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Mike Breen says fans ‘deserve to be thrown a bone’ as NBA cuts all local broadcasts from the playoffs

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Mike Breen, the New York Knicks’ play-by-play announcer and star NBA voice with ESPN, is not happy with a key league move heading into the NBA Playoffs.

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And he didn’t hold back his frustrations during the Knicks’ regular-season finale on Sunday night.

For the first time in NBA history, all local network broadcasts are being pushed out of the playoffs for nationally televised games. Those networks paid a premium to air the playoffs, but the league had always allowed the local home broadcast to be aired as well as the national TV spots in previous seasons.

ESPN play-by-play sports commentator Mike Breen looks on prior to the game between the Boston Celtics and Philadelphia 76ers at the Wells Fargo Center on Feb. 25, 2023 in Philadelphia, Pennsylvania. The Celtics defeated the 76ers 110-107. (Mitchell Leff/Getty Images)

Breen, alongside his longtime partner, Knicks great Walt “Clyde” Frazier, ripped the league’s decision on the final day of his broadcasting duties for the Eastern Conference squad.

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“First time ever that no longer can the home team announcers and broadcasters televise the first round,” Breen mentioned during the 110-96 loss to the Charlotte Hornets while broadcasting on MSG.

KNICKS BROADCASTER’S JOKE COMPARING BULLS’ ‘OBLITERATED’ DEFENSE TO IRAN LEAVES PARTNER STUNNED

“The entire playoffs are exclusive to national TV broadcasters. I mentioned this earlier this season. I think, personally, Clyde, it’s a poor decision. Fans want to hear their home team announcers, at least in the first round. For so many of us, they become part of the family.”

Breen added that he understands “the networks pay a fortune for exclusivity,” granted he works for one of those networks on ESPN.

“But fans deserve to be thrown a bone once in a while in terms of letting the home team have a little bit of the first round,” he continued.

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The NBA reached a whopping $76 billion broadcast rights deal that kicked in at the start of this season, and it will last for the next 11 seasons. Like other pro sports leagues, the deal is carved out across various platforms, both long-standing networks and streaming.

ESPN play-by-play announcer Mike Breen calls the game between the Los Angeles Lakers and the Dallas Mavericks at Crypto.com Arena in Los Angeles, California, on Jan. 17, 2024. (Kirby Lee/USA TODAY Sports)

While the NBA got together the deal it liked with Disney, Amazon and NBCUniversal, Breen hopes it would consider working something out to get local broadcasters back into the fold for the playoffs.

However, he knows how the business is at the end of the day.

“Somehow, if there’s any way they can work out some kind of compromise, I’m not hopeful for that, but it would be wonderful to have it because this is our final telecast of the season,” Breen said.

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Breen, now, will focus on his ESPN duties as the lead commentator for the “Worldwide Leader” on the court. His famous “Bang!” call on clutch three-pointers has been synonymous with the biggest moments in the NBA Playoffs for years now, and that will get started very soon as teams in both the East and West gun for their shot at the Larry O’Brien Trophy and to call themselves NBA Finals champions.

The Oklahoma City Thunder, the reigning Finals champs, are the No. 1 seed in the Western Conference once again, while teams like the San Antonio Spurs, Denver Nuggets and Los Angeles Lakers will battle them to be crowned conference champions.

Mike Breen looks on before the game between the Golden State Warriors and the Los Angeles Lakers during Round 2 Game 3 of the Western Conference Semi-Finals 2023 NBA Playoffs on May 6, 2023 at Crypto.Com Arena in Los Angeles, California. (Andrew D. Bernstein/NBAE/Getty Images)

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In the East, Breen’s Knicks own the No. 3 seed, while the Detroit Pistons (No. 1) and Boston Celtics (No. 2) had successful regular-season campaigns to earn a top spot heading into the playoffs.

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The Play-In Tournament will be the first games for the NBA Playoffs, which will stream exclusively on Amazon Prime Video. Then, the first round will split its tipoffs on NBC/Peacock, Prime Video and ESPN.

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