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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.”

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

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Mexico hopes to put nerves behind it against South Korea in key World Cup match

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Mexico hopes to put nerves behind it against South Korea in key World Cup match

Goalkeeper Raúl Rangel was 18 years old and playing for Chivas de Guadalajara’s youth academy the last time Mexico faced South Korea in a World Cup match in 2018.

Three years ago, when asked who might be the next great goalkeeper for the Mexican national team, Rangel named himself ahead of veteran Guillermo “Memo” Ochoa. A bold statement for a player who was just making his professional debut.

On Thursday, the 26-year-old goalkeeper will defend El Tri’s goal during his second World Cup match at Guadalajara Stadium — where he usually plays home games with Chivas — when Mexico takes on South Korea at 6 p.m. PDT on Fox/Telemundo in the second match of Group A.

“I told everyone, ‘I see myself at the World Cup.’ Some people laughed,” Rangel recalled. “I’d been picturing myself on the national team for three years.”

Mexico’s Julian Quinones celebrates with teammates after scoring during a World Cup match against South Africa at Azteca Stadium on June 11.

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(Luke Hales / Getty Images)

Mexico and South Korea won their opening matches — El Tri against South Africa and the South Koreans against the Czech Republic — so the winner of this match will take first place in the group and secure its spot in the next round. The incentive is clear for Mexico, as the group winner will play the next two knockout rounds at Azteca Stadium, where El Tri has never lost a World Cup match.

The second-place team, on the other hand, would have to travel to Los Angeles for its next match. While the opponent could be tougher, Los Angeles would be a comfortable destination for South Korea — it has a strong fan base in L.A. and wouldn’t have to contend with Mexico City’s high altitude.

After an opening match in which Mexico coach Javier Aguirre acknowledged that the pressure of the first day affected the team’s performance and that the emotional atmosphere at Azteca Stadium had “weighed heavily” on several of his players, the coach and the players hope to deliver a sharper performance against South Korea.

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“Yes, there was a bit of nervousness, a bit of fear,” Mexico midfielder Erik Lira admitted after the opener.

“We need to be more decisive; the win has calmed the nerves we’ve had over the last few days,” Mexico defender Israel Reyes said.

But if Mexico wants to excel, it needs not only to put its nerves behind it but also to improve tactically. Mexico, a co-host of the tournament alongside the United States and Canada, is aiming to reach the knockout stage of the World Cup and advance beyond the round of 16. El Tri has won only one match in the knockout stage — in 1986, when it defeated Bulgaria 2-0 at Azteca Stadium.

“I think that mental aspect has been missing for us. We have to believe that we can achieve great things,” Rangel said. “I truly believe I’m going to be a champion with Mexico. We have a responsibility as hosts.”

The match will be played at Guadalajara Stadium, 5,138 feet above sea level, and will mark the first time Mexico has played a World Cup match in the city.

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Chivas, Mexico’s most popular club team, has the most players on the national team with five and all of them will get to play their second World Cup match on their club’s home turf. Brian Gutiérrez, the Mexican American who played a key role in the opener as South Africa was hit a with a red card while trying to stop him, and veteran Roberto Alvarado, who recorded an assist against South Africa, joined Rangel as Chivas starters in the opener. Bench players Luis Romo and Armando González, who also saw action in the opener, also play for Chivas.

Mexico captain Edson Álvarez challenges South Africa's Themba Zwane during a World Cup match at Azteca Stadium.

Mexico captain Edson Álvarez challenges South Africa’s Themba Zwane during a World Cup match at Azteca Stadium on June 11.

(Carl Recine / Getty Images)

Aguirre will have to make at least one lineup change against South Korea, with Edson Álvarez replacing César Montes, who is serving a red-card suspension. Álvarez is coming off an injury and it’s unclear how he will navigate the stress. Aguirre is also expected to give playing time to 17-year-old prospect Gilberto Mora in midfield — possibly in place of Gutiérrez — and to bring in Jorge Sánchez for Reyes at fullback.

South Korea arrives with a mix of European experience and a hunger for glory. LAFC star Son Heung-min is playing in his fourth World Cup and scored against Mexico in 2018. Kim Min-jae of Bayern Munich has been a rock in defensive midfield, while Paris Saint-Germain’s Lee Kang-in — who, interestingly, played under Aguirre at Mallorca — is a constant threat in creating plays. Joining them is Hwang In-beom of Feyenoord in the Netherlands.

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The South Koreans have also been training for weeks at Verde Valle, Chivas’ training facility, which has allowed them to acclimate to the altitude. With the support of the Mexican crowd, they won their World Cup opening match against the Czech Republic at Guadalajara Stadium.

“It was like playing a game in Seoul,” Hwang said after the match, thanking Guadalajara for its support.

“[Mexico] is a good team, but, as you’ve just seen, we can take on anyone,” Hwang said after his team rallied from a 1-0 deficit to beat the Czech Republic.

The week, however, was not without controversy for the South Korean team, as the squad barred press from their home country after audio of media criticizing the mandatory military service exemption granted to Son was leaked. The audio also included criticism of coach Hong Myung-bo.

South Korea and Mexico faced off in September ahead of the World Cup, tying 2-2 in Nashville.

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The World Cup stage, however, will be different and brings immense pressure.

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TNA Wrestling hit with wave of departures

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TNA Wrestling hit with wave of departures

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Total Nonstop Action Wrestling (TNA) had a few more shakeups to its talent and personnel roster on Wednesday.

Anthem Sports & Entertainment, the parent company of TNA, announced that it had parted ways with pro wrestling legend Tommy Dreamer and former TNA world champion Tessa Blanchard in a press release. Fox News Digital confirmed Blanchard’s departure on Tuesday.

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Tommy Dreamer speaks during the SiriusXM Busted Open Wrestlemania party at Intrigue at Wynn Las Vegas on April 19, 2025, in Las Vegas, Nev. (Bryan Steffy/Getty Images for SiriusXM)

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“TNA Wrestling today announced a workforce reduction, designed to streamline operations and sharpen strategic focus and profitability,” the organization said.

“TNA’s creative leadership team will see an immediate shift. Tommy Dreamer, who has worked in TNA’s Creative and Talent Relations Departments, is leaving the company as TNA and Dreamer mutually agreed to part ways.

“TNA Wrestling also has come to terms on the release of Tessa Blanchard.

“We wish Tessa, Tommy and others the best in their future endeavors.”

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Tessa Blanchard participates in the U.S. vs. Canada Border Brawl in Niagara Falls, Ontario, on May 25, 2025. (Robert Okine/Getty Images for Zone-ify)

Dreamer announced his departure in an emotional interview on Busted Open Radio earlier Wednesday.

Additionally, pro wrestler Sami Callihan announced he had parted ways with the company.

“Thought I was getting called today to be offered a position in creative… nope. I’ve parted ways with TNA.  Oh well… onward to the next adventure,” he wrote on X while encouraging fans to watch Pro Wrestling Revolver.

Dreamer, Blanchard and Callihan’s departures are the latest to hit the company.

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KC Navarro and Tommy Dreamer pose for a photo before the game between the St. Louis Cardinals and the Athletics at Sutter Health Park in Sacramento, Calif., on May 13, 2026. (Don Collier/MLB Photos via Getty Images)

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TNA announced Steve Maclin and Myla Grace departed the promotion earlier this month.

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Justin Herbert is starting fresh with new-look Chargers offense

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Justin Herbert is starting fresh with new-look Chargers offense

Justin Herbert is starting from the ground up in Mike McDaniel’s new-look Chargers offense.

The 28-year-old quarterback has dedicated much of the offseason to tweaking his footwork — putting his left foot in front of his right from the shotgun, against traditional NFL form — to fit Los Angeles’ new offensive coordinator’s scheme.

McDaniel prioritizes getting the ball to playmakers in space as efficiently as possible, as he did for four seasons as the Miami Dolphins head coach with speedy wideouts Tyreek Hill and Jaylen Waddle, and envisions Herbert’s flip in footing accelerating and syncing the timing of passes with receivers’ route breaks.

“If guys train it so that they don’t have to think about it and they can be comfortable, you can do a couple things that put the defense in a bind with how you do your footwork,” McDaniel said at Chargers minicamp in El Segundo. “I don’t mandate it. With Justin, I really just showed him where I thought it would be advantageous, and he didn’t blink for a second and was excited to attack it.”

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“The patternization in Mike McDaniel’s system has required some footwork changes,” added head coach Jim Harbaugh. “[Herbert’s] been working very hard, very hard at those. And as you would expect, Justin has picked it up.”

McDaniel said he got the idea as an up-and-comer on staffs in Houston and Washington alongside current 49ers head coach Kyle Shanahan and pointed to Matt Ryan and Tua Tagovailoa as recent quarterbacks with whom he has implemented the stance change and reaped positive results.

Herbert, who has been one of those traditional right-handed quarterbacks to have their right foot forward from the shotgun, has embraced his new coordinator’s methodology.

“It’s about playing the way that [McDaniel] sees the quarterback position being played,” Herbert said, “and talking about how we can get the ball to the receivers in a position where they can run with it and allow them to do the things that they’re so good at: making plays.”

To accelerate his adaptation, Herbert has thrown less in practice sessions and done plenty of drills without a football — two markers that are simply unlike the seven-season veteran, who is known to sling the rock plenty at practice and in games.

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McDaniel and Harbaugh added that, besides helping Herbert adjust his feet, keeping the ball out of their quarterback’s hands during the offseason will help him stay fresh later in the regular season.

Herbert is on board, but made it clear he does not require any maintenance.

“I’ve thrown a lot of footballs, and it’s May and June and I didn’t think it was as necessary to throw as much now,” Herbert said. “And do everything I can to get the footwork ready and get the offense down. The throws, they’ll be there. We’ve got plenty of time in camp and throughout [organized team activities] to get timing. I think it’s been smart by everyone, taking it easy.”

Herbert added that it’s better to focus on where his feet are now rather than in a live, meaningful game. However, Harbaugh and McDaniel said Herbert is ramping up his throwing in practice with training camp looming.

The Chargers expect big things out of McDaniel’s offense after they averaged a subpar 21.6 points per game in 2025.

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Harbaugh and McDaniel are hopeful for career years from Quentin Johnston, Ladd McConkey and Tre’ Harris — exactly what the wideouts want to hear.

“As you all know … the timing, that’s a different aspect for us than we’re used to, but I think it’s great,” McConkey said. “It just gets the ball in the playmakers’ hands and lets us go to work.”

Before any dreams of the Chargers winning a Super Bowl on their home SoFi Stadium turf can come true next season, Herbert must simply get his footing, with his feet and new playbook.

“I’m sure you guys are eager to see him execute in a high regard in the stuff that we’re doing,” McDaniel said. “You got to be patient … that’s been part of the very calculated, very deliberate, intentional process that we take into the offseason.”

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