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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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New Jersey pro wrestling promotion bringing the fight to the beach

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New Jersey pro wrestling promotion bringing the fight to the beach

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Pro wrestling is often known for its storyline-driven entertainment coupled with hard-hitting and high-flying action in the ring that leads to a crescendo that makes fans feel some kind of emotion. The major companies each try to drive to that moment.

Sometimes, a unique venue adds to the excitement of a show, especially for smaller independent pro wrestling companies who are trying to engage an audience for a few hours at a time. On July 14, Fight Factory Wrestling is going back to the beach for The War on the Shore 3.

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Fight Factory Wrestling hosted The War on the Shore 2 in Point Pleasant Beach, New Jersey, last year. (Provided to Fox News Digital)

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The event will take place near Martell’s Tiki Bar in Point Pleasant Beach, New Jersey, bringing professional wrestling to the beach. Joey Janela, Ben Bishop, Jack Vaughn, Richard Holliday, Steve Maclin, Jay Lethal, Sent 2 Slauter, Lady Frost, Allie Katch, Steph De Lander and others are among those billed to be in matches for the event.

Dave Sturchio, one of the minds behind Fight Factory Wrestling with Chris Payne, talked to Fox News Digital about getting started in the sport. He said him and Payne initially got started wrestling in 2012 but as time went on, the two went their own way. The two came back together in 2024 to do the “Fight Factory Podcast.” He said Payne had aspirations to do a wrestling show on the beach – akin to World Championship Wrestling’s Bash at the Beach.

Sturchio said he called Payne to follow through on doing a beach show despite some apprehension about getting involved into the creative side of the sport. Sturchio said when he first approached the venue about the event, there was a little hesitation, but when he came back with a plan, the venue agreed.

“As the buzz started to develop and build over prepping for the show, I said to Payne, ‘I don’t know if this is a one off. I think that we have something here,’” Sturchio said. “And Payne and I, we’ve been in the industry since 2012, we’re life-long fans, I’m already an entrepreneur at heart, so how can I take my entrepreneurial stuff for the last three-four years of being my own boss, how do I spin this into becoming a pro wrestling promoter?”

Sturchio said that teaming with Payne allowed for the stars to align and to give each other a shot at building something great. He said the response from the first War on the Shore in 2024 was “overwhelming.”

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Fight Factory Wrestling’s Dave Sturchio on the microphone at The War on the Shore 2. (Provided to Fox News Digital)

“We were like, this is actually kind of crazy. People are actually jones-ing for some wrestling in the summer. Typically, when you go to a VFW or your gymnasiums, independent wrestling kind of takes off and they don’t run as much in the summer because it’s hot. So, I said, if anything, nobody is going to run against us and unfortunately for us, we were put on a Tuesday night and we were like, ‘Jesus Christ, there’s no way anybody is going to show up on a Tuesday.’

“Turns out, nobody is really doing anything on a Tuesday. It was very easy to book the wrestlers in that regard because nobody else had anything going on. … First year was great. I think the best testament that we got was we booked Matt Cardona to be one of our featured guests on the first one and that’s when he tore his pec. So, he was out of action for a little while but he promised us that he would still show up.”

Sturchio said Cardona was blown away and thought he and Payne had been running shows for a while.

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“If you’re going to blow away Matt Cardona, I think we got something. It was off to the races, man,” he added.

Now, Sturchio and Payne are set to put on their third War on the Shore in New Jersey and the card couldn’t be more interesting.

“This year, we really stacked the deck,” he told Fox News Digital. “Some professional wrestling shows you go to on the independents, there are those lulls. Matches where you’re like, ‘Oh, they’re giving this guy a chance over here and they’re gonna give this guy a chance over there.’

“This year, I told Payne, look, based off of everybody that we’ve booked so far, for me, and some independent wrestlers don’t want to hear this, we’re trying to build a roster, build a core roster. Meaning, if we used you before and you’ve done good work, we’re gonna use you again. Instead of saying, hey, random guy over here, who I don’t know who you are, but let’s give you a shot. So we’re trying to build stories and there are a lot of stories that are culminating.”

Sturchio pointed to a number of matches that fans should be eager to see. One specifically is the reformation of The Heavenly Bodies tag team with Justin and Mark Corino.

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Pro wrestling fans back Point Pleasant, New Jersey, for The War on the Shore 2. (Provided to Fox News Digital)

“Those guys are reuniting for the first time in seven years,” he said. “They’re friends of mine, I came up with them. They were my first tag team opponents and I’ve known these guys forever and they’re near and dear to my heart.”

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Lady Frost will be in action against De Lander and Katch. Bishop defends the Fight Factory Premier Championship against Holliday and Vaughn. Janela will take on Jay Lethal for the first time ever and the event will feature a rumble and a tiki totem on a pole, which will act as Fight Factory Wrestling’s “Money in the Bank” type of gimmick.

“The card is stacked. I’m very excited about all of it. There’s not one lull,” Sturchio said. “We’re just going to roll right through and I think it’s going to be one of those nights that we remember for a very, very long time.”

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Commentary: Lionel Messi is the ultimate summer romance

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Commentary: Lionel Messi is the ultimate summer romance

Everyone knew going in that Lionel Messi would be the narrative centerpiece of the 2026 World Cup. Easily the most recognized name in the competition, Messi is considered by many to be the greatest soccer player of all time and, as the captain of 2022 winner Argentina, he is the reigning World Cup champ. At 18, he scored his first World Cup goal in 2006 and has competed in every World Cup since. He celebrated his 39th birthday before this year’s knockout rounds began, so it’s not unreasonable to assume that this will be his last.

No matter what Messi did, or failed to do, it would be News. Everyone with even a passing interest in the event knew this. Including me.

But I didn’t expect to completely fall for the guy. He’s a professional male athlete, for heaven’s sake, and I don’t emotionally invest in professional male athletes. Admire some of them, sure; watch with bated breath and then scream in astonishment when they pull off some amazing feat or another, absolutely. But the only athletes that have ever touched my heart have been women — Nadia Comăneci; Billie Jean King and the Title IX-sparking stars of women’s tennis; Dorothy Hamill; Brandi Chastain and 1999 Women’s World Cup winners; Venus and Serena Williams; Simone Biles; Caitlin Clark.

But here I am, at age 62, truly, madly, deeply in love with Lionel Messi.

I know, I know, me and half the world. Which normally would serve as an effective prophylactic. I am habitually wary of super-intense fandoms and the men who inspire them; stadiums filled with people chanting a single name inevitably set off internal alarm bells. As I have asked several times in columns throughout the years, how many “heroes” must we watch falter under pressure or be exposed for decidedly unheroic acts before we wise up and get out of the pedestal-placement business?

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Yet here I am, stalking him on Instagram, up all hours flicking through interviews and career highlight clips. (I even watched the Apple TV docuseries “Messi Meets America”!) Here I am, literally praying to God, who clearly has more important things to do, for Argentina to advance and screaming Messi’s name every time he scores, assists or pretty much does anything at all.

In a matter of weeks, I have become addicted not just to watching the man play but seeing how he reacts when a shot is made or a game won.

Every World Cup player is happy when they or their team scores, but Messi is delighted. Like a kid seeing a puppy under the tree on Christmas morning. Like he cannot believe this wonderful thing that has just happened even if he was the one who sweat and ran and defied physics to make it happen.

His smile is infectious and even when he is running toward the stands, arms spread wide, after making some impossible shot or other, it never seems self-congratulatory. He is simply filled with joy and wants to spread it around. The field, the stadium, the world.

And his hugs. Long, deep, radiating emotion, utterly unself-conscious. Everyone needs to find someone who hugs them like Messi hugs people — teammates, coaches, opposing players, young fans. I could watch videos of him hugging his mentor and former teammate Ronaldinho or Argentina coach Lionel Scaloni all day long. (I’m not saying I have, nor am I saying I haven’t.)

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Sometimes the hype gets a bit nauseating — former teammates who claim he never makes a mistake, commentators who refer to him as superhuman (despite the fact that he has missed as many penalty kicks as he has made in this World Cup). Whether Messi himself agrees that he is the GOAT is none of my business, but he doesn’t act like many sports stars who have received similar adulation. He doesn’t peacock, he doesn’t preen; he is visibly angry with himself when he doesn’t produce. He isn’t perfect — in various past games, he has gotten into heated disputes and shoving matches and famously (and many believe deservedly) taunted Netherlands coach Louis van Gaal during World Cup 2022. But for a man who has been such a star for so long, he presents himself as simply a player among players. The captain, certainly, but not the most important person on the field.

That is the most lovable, and superhuman, thing about him.

It feels pretty basic, not to mention embarrassing, to have a sudden summer crush on Messi, but I don’t care. He’s married to his childhood sweetheart, has three adorable sons and a picture of his mother tattooed on his back. He lets his teammates hoist him in the air and allows sports commentators to regularly (and lovingly) refer to him as “Little Messi.” He gets angry sometimes, but in this tournament he has yet to noticeably hector the refs or rumble with his opponents. He wants to win, obviously, but his joy comes from playing the game well rather than defeating another team.

That’s why, despite my newfound addiction to Messi delight, the moment I loved him best was when he didn’t celebrate at all. In the round of 32, Argentina (No. 2 in FIFA rankings) seemed guaranteed a win over Cape Verde (67). But even with Messi’s early goal, the game was a nail-biter, with Cape Verde scoring two brilliant goals while their goalie Vozinha made eight saves, including four shots (one of them a free kick) from Messi. After Argentina won in additional playing time, there was none of the usual jubilation. Instead, a subdued Messi walked to the midfield to shake hands with his opponents, a sign of exhaustion, no doubt, but also of respect. He hugged Vozinha and told him that his country should be proud of him.

The exuberance was back Tuesday, however, when, after trailing Egypt for most of the round of 16 game, Argentina managed to pull off the comeback of the tournament, going from a 0-2 deficit to a 3-2 win after the 79th minute, with Messi scoring the tying goal.

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This time, the smiles, the hugs, the radiant joy filling Atlanta Stadium could have powered the entire state of Georgia. This time, Messi was so happy, he wept.

So did I. The World Cup is over in less than two weeks, and France and Spain are currently the 1-2 favorites to win the thing. My love for Messi is, after all, just a summer romance.

And as with any summer romance, I want it to last forever.

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Donovan Mitchell signs massive $273M Cavaliers extension as LeBron James return speculation grows

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Donovan Mitchell signs massive 3M Cavaliers extension as LeBron James return speculation grows

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Donovan Mitchell got quite a payday from the Cleveland Cavaliers Tuesday, agreeing to a four-year, $273 million maximum extension, which includes a full trade kicker and player option for the 2030-31 season.

While Mitchell could’ve waited one more year to get a potential five-year, $353 million deal, the 29-year-old wasted no time signing an extension on the first day he was eligible to do so this summer.

It’s hard for Cleveland not to want to build its team around Mitchell now and for the foreseeable future. He has been an All-Star seven straight seasons, which includes three with the Utah Jazz before he was traded to Cleveland during the 2022 offseason.

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Donovan Mitchell (45) of the Cleveland Cavaliers looks to pass the ball during a game against the Memphis Grizzlies Feb. 2, 2023, at Rocket Mortgage FieldHouse in Cleveland. (David Liam Kyle/NBAE via Getty Images)

He has averaged 26.7 points in four seasons with the Cavaliers, including 27.9 last season, and has made an All-NBA team in three of his four years.

Mitchell also noted having “unfinished business” after the team got swept by the eventual NBA champion New York Knicks in the Eastern Conference finals.

Mitchell was heading into the 2026-27 season on the last guaranteed season of his previous contract before a 2027 player option kicked in.

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Now, the bigger question for the Cavaliers: Does Mitchell’s contract extension hurt or help their chances of yet another reunion with LeBron James?

The 41-year-old has made it clear he will be playing elsewhere for the 2026-27 NBA season, marking the end of his eight years with the Los Angeles Lakers.

James, the NBA’s all-time leading scorer, hasn’t indicated where he might be heading, but reports have indicated his agent, Rich Paul, is actively looking at specific teams.

LeBron James (6) of the Los Angeles Lakers reacts to a foul call during the second half of a game against Dallas Mavericks at Crypto.com Arena Jan. 12, 2023, in Los Angeles. (Kevork Djansezian/Getty Images)

Among them is the Cavaliers, as the man from Akron, Ohio, has played a significant role in the franchise’s history, including an NBA title in 2016. If this is James’ final NBA run, why not do it where it all began, where he returned after his successful stint with the Miami Heat and where he can close the book on a one-of-a-kind career?

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However, other teams, including the Philadelphia 76ers, Miami Heat and Golden State Warriors have been rumored and debated about.

Of course, the salary cap and staying within its parameters is a big deal for NBA teams. While a Cavaliers fan could view Mitchell’s max extension as a bad thing for James to land back in Cleveland, it is not believed it will affect their chances at signing him.

As for James’ NBA title chances, the Cavaliers did reach the Eastern Conference finals, and the 41-year-old wouldn’t have to be the center of attention in terms of offensive playmaking. Mitchell and Evan Mobley can lead the way there, while Jarrett Allen protects the rim down low.

The Cavaliers and James Harden, whom they acquired before the trade deadline last season, are reportedly negotiating a team-friendly deal as well to keep their salary cap at bay.

Donovan Mitchell of the Cleveland Cavaliers reacts during the fourth quarter against the Detroit Pistons in Game 7 of the second round of the NBA Eastern Conference Playoffs at Little Caesars Arena on May 17, 2026 in Detroit. (Gregory Shamus/Getty Images)

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Whether the big fish will be landed, bringing “The Chosen One” back to his roots one last time remains to be seen.

Mitchell has left no doubt, though, where his future lies in the NBA, and he will look to get that unfinished business squared away in Cleveland.

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