Mike Tyson: from a Catskill gym to heavyweight champion at 20 | Ultimate Boxing Reunion

The painting

Hang this painting and someone will always point at a face and ask, “Who’s that?” Dean Turner’s Ultimate Boxing Reunion is a hand-painted original of 39 boxing greats, painted over six months. This is the story of one of them, Mike Tyson. It’s available as a framed canvas print, made from the original, for your favourite place.

No. 34 Who’s Who Ultimate Boxing Reunion

from a Catskill gym to heavyweight champion at 20

He was 14 when he arrived in Catskill, New York, to train in a cold, dark gym above the police station. Six years later he stopped Trevor Berbick in two rounds and became the youngest heavyweight champion in history.

Mike Tyson as painted by Dean Turner Art in Ultimate Boxing Reunion 34of 39
On the Who’s Who Mike Tyson Number 34 of 39 in Ultimate Boxing Reunion. A detail of Mike Tyson, with the full scene. See who’s who in the painting
In this story 14 sections

Why fans still care

MIKE TYSON was 20 when he won the heavyweight title, younger than anyone before or since. Within two years he held the WBA, WBC and IBF belts at once, the first heavyweight to do it, and then he knocked out the unbeaten Michael Spinks in 91 seconds.

He walked to the ring in ankle-high boots with no socks. The night he beat Trevor Berbick he wore black trunks and a towel with a hole torn in it for his head.

Ask a fight fan about him and you’ll hear about the speed and the power first. Then someone will bring up Tokyo.

Early life

He was born in Brooklyn on 30 June 1966 and grew up there. As a boy he was sent to reform school. He told Associated Press in 2011 that he was there because he was “always robbing people”.

A counsellor at the school, Bobby Stewart, was a boxing fan, and he introduced the boy to Cus D’Amato, Who’s Who number 36 (story coming soon). In 1980, aged 14, Tyson moved to Catskill in upstate New York to train with D’Amato. After his mother died, D’Amato became his legal guardian.

Catskill

The mornings started with roadwork along gravel roads. The gym was the Cus D’Amato Boxing Club, a cold, dark room above the Catskill Police Department. D’Amato taught him the peek-a-boo style, with the gloves held close to the cheeks and the arms tight to the body. Teddy Atlas worked with him as a young trainer there, and Kevin Rooney trained him from those years through to the Spinks fight.

In 1984 a teenage Lennox Lewis, Who’s Who number 29 came to Catskill and sparred with him for the better part of a week. Lewis remembers Tyson taking him up to his room to watch old fight films, and a teenager who knew all the old fighters and was more into boxing than he was.

As an amateur he lost twice on decisions to Henry Tillman, who went on to win heavyweight gold at the 1984 Olympics. In April 1984 Tyson won the heavyweight title at the National Golden Gloves in St. Louis with a first-round stoppage. The same night Evander Holyfield, Who’s Who number 31 (story coming soon) won at 178 pounds.

Career chapters

  1. 1980Moves to Catskill to train with Cus D’Amato, Who’s Who number 36 (story coming soon), aged 14
  2. 1984National Golden Gloves heavyweight champion
  3. 1985Turns professional in March and wins all 15 of his fights that year. D’Amato dies in November
  4. 1986Stops Trevor Berbick to become WBC champion at 20
  5. 1987Beats James Smith, Pinklon Thomas and Tony Tucker to hold the WBA, WBC and IBF titles
  6. 1988Stops Larry Holmes, Who’s Who number 19 (story coming soon), then knocks out Michael Spinks in 91 seconds
  7. 1990Knocked out by Buster Douglas in Tokyo
  8. 1992Convicted in Indianapolis; released in March 1995
  9. 1996Stopped by Evander Holyfield, Who’s Who number 31 (story coming soon) in round 11
  10. 1997Disqualified in the rematch with Holyfield
  11. 2002Knocked out by Lennox Lewis, Who’s Who number 29 in Memphis
  12. 2005Retires after losing to Kevin McBride
  13. 2011Inducted into the International Boxing Hall of Fame
  14. 2020Exhibition with Roy Jones Jr, Who’s Who number 4 (story coming soon)
  15. 2024Loses a decision to Jake Paul in Arlington, Texas

D’Amato’s last year 1985

He made his professional debut on 6 March 1985 and stopped Hector Mercedes in the first round. He won every one of his 15 fights that year.

Cus D’Amato, Who’s Who number 36 (story coming soon) died on 4 November 1985, aged 77. Rooney became his head trainer, and Jim Jacobs and Bill Cayton managed him.

Berbick 22 November 1986

He was 27 and 0, with 25 knockouts, when he met Trevor Berbick for the WBC title at the Las Vegas Hilton. Along the way, in July that year, he had stopped Marvis Frazier, the son of Joe Frazier, Who’s Who number 32, in 30 seconds.

Berbick, as champion, had the choice of black trunks. Tyson wore black anyway and was fined $5,000 by the Nevada commission. Early in round 2 he put Berbick down, and at 2:35 of the round the referee Mills Lane stopped it. Tyson was heavyweight champion at 20, the youngest ever.

Berbick had been the last man to fight Muhammad Ali, Who’s Who number 33, in December 1981.

Three belts 1987

In 1987 he beat James Smith and Tony Tucker on points over 12 rounds and stopped Pinklon Thomas in the sixth. After the Tucker fight on 1 August he held the WBA, WBC and IBF titles, the first heavyweight to hold all three at once.

Holmes and Spinks 1988

On 22 January 1988 he stopped Larry Holmes, Who’s Who number 19 (story coming soon) in the fourth round. Holmes was the man who had beaten Ali in 1980.

On 27 June he met Michael Spinks at Convention Hall in Atlantic City, in front of 21,785 people. Spinks was unbeaten and held the lineal title. A left hook to the head and a right to the body put him down. He got up, Tyson landed a right hand, and the referee Frank Cappuccino counted him out at 1:31 of the first round.

Michael Spinks is the younger brother of Leon Spinks, Who’s Who number 30 (story coming soon), and UPI reported that Tyson was the first unquestioned heavyweight champion since Leon in 1978.

Tyson parted ways with Rooney that year. In 1989 he stopped Frank Bruno in five rounds and Carl Williams in one.

Tokyo 11 February 1990

James “Buster” Douglas was a 42 to 1 underdog at the Tokyo Dome. He controlled the fight with his jab, and by the middle rounds Tyson’s left eye was badly swollen. In round 8 a Tyson uppercut put Douglas down, but he got up before the count ended.

In round 10 Douglas landed an uppercut and a combination, and Tyson went down and fumbled for his mouthpiece as he was counted out, at 1:23 of the round.

Don King, Who’s Who number 18 (story coming soon), his promoter, protested that the referee’s count had been too long when Douglas was down. The IBF recognised Douglas straight away, and the WBC and WBA followed within days. The result stood.

Four months later Tyson knocked out Henry Tillman, the man who had beaten him twice as an amateur, in the first round.

Prison and the return 1992 to 1996

In February 1992 an Indianapolis jury convicted him of rape. He was sentenced to ten years, four of them suspended, and was released in March 1995. He has always maintained his innocence.

He came back in August 1995 and won four fights in just over a year, including a third-round stoppage of Bruno and a first-round stoppage of Bruce Seldon.

Holyfield 1996 and 1997

On 9 November 1996 he fought Holyfield at the MGM Grand in Las Vegas. Holyfield had opened as a 25 to 1 underdog. Tyson was down in round 6 and saved by the bell in round 10, and the referee Mitch Halpern stopped it 37 seconds into round 11. The Ring named it the Fight of the Year and the Upset of the Year.

In the rematch on 28 June 1997 he was disqualified in round 3 for biting Holyfield’s ears. He was fined $3 million and lost his licence, which was later given back. Years later the two of them made up on The Oprah Winfrey Show, on 16 October 2009.

Lewis 8 June 2002

He fought Lewis, his old Catskill sparring partner, for the WBC and IBF titles at the Pyramid Arena in Memphis. The judges gave Tyson only the first round. In round 8 Lewis put him down with a right hand, and the referee Eddie Cotton counted him out at 2:25. Afterwards Tyson called Lewis “a masterful boxer”.

In October 2000 he had beaten Andrew Golota, who quit after two rounds, but the result was later changed to a no contest after Tyson tested positive for marijuana.

The last fights 2003 to 2005

He knocked out Clifford Etienne in the first round in 2003. In 2004 Danny Williams knocked him out in four, and on 11 June 2005 in Washington he stayed on his stool after round 6 against Kevin McBride. It was the last fight of his first career.

He was inducted into the International Boxing Hall of Fame in Canastota on 12 June 2011.

Jones and Paul 2020 to 2024

On 28 November 2020 he boxed an exhibition with Roy Jones Jr, Who’s Who number 4 (story coming soon) at the Staples Center in Los Angeles, eight two-minute rounds, and it was ruled a split draw. The MMA coach Rafael Cordeiro was given the job of getting him back in shape. They trained three times a day for months, and the week before the fight Cordeiro said, “We’re on a sparring week in the gym.”

On 15 November 2024 (US time), aged 58, he fought Jake Paul at AT&T Stadium in Arlington, Texas, over eight two-minute rounds. Paul won a unanimous decision, 80 to 72, 79 to 73 and 79 to 73. CompuBox had Tyson landing 18 of 97 punches. Netflix said 60 million households watched. Tyson wrote afterwards, “This is one of those situations when you lost but still won.”

Style, technique and the corner

How he fought

He fought from D’Amato’s peek-a-boo style, with his gloves up by his cheeks and his arms tight to his body.

The punches

Against Spinks it was a left hook to the head and a right to the body, then a right hand to finish. Against Berbick it was a right to the body and a left hook to the head. His uppercut put Douglas down in Tokyo.

The ring kit

talkSPORT called the ankle-high boots and no socks his trademark. Against Berbick he wore black trunks even though the champion had chosen black, was fined $5,000, and walked out with his head poked through a crudely ripped towel.

The corner

Bobby Stewart found him. Cus D’Amato, Who’s Who number 36 (story coming soon) trained him and became his guardian, and Teddy Atlas worked with him in Catskill. Kevin Rooney was his head trainer after D’Amato died, through to 1988. Jim Jacobs and Bill Cayton managed him, and Don King, Who’s Who number 18 (story coming soon) promoted him through to the second Holyfield fight in 1997. Rafael Cordeiro ran his camp for the 2020 exhibition.

Weight

He was a heavyweight all the way through. He was listed at 5 feet 11 inches, and against Lewis in 2002 he weighed about 234 pounds.

What others say

“He annihilated everybody.”

Kevin Rooney, his head trainer in the 1980sSource: The Seattle Times (AP), 6 Jul 1997

“He knew all the old guys and all the different techniques of boxing.”

Lennox Lewis, Who’s Who number 29, on sparring him as teenagers in CatskillSource: Boxing Daily, 17 Nov 2020

“He was a great fighter”

Lennox Lewis, Who’s Who number 29, who beat him in 2002Source: TSS, quoting Lewis on Twitter

“If I had to say anyone worked harder than me when I was a kid, it was Tyson.”

Evander Holyfield, Who’s Who number 31 (story coming soon), who fought him twiceSource: The Province, 27 Jan 2013

“Tyson is a devastating puncher”

Evander Holyfield, Who’s Who number 31 (story coming soon), in 1988Source: Los Angeles Times, 9 Apr 1988

“...a living legend because that’s what I believe Mike Tyson is.”

Tyson Fury, Who’s Who number 17 (story coming soon), who is named after himSource: CBS Sports, 23 Oct 2023

“He’s the greatest to ever do it.”

Jake Paul, in the ring after beating him in 2024Source: The Guardian, 16 Nov 2024

Stories people still tell

  1. The towel.

    For the title fight with Berbick, the night he became champion, he walked in with a towel ripped so his head fitted through it.

  2. 91 seconds.

    The Spinks fight was the richest of its time, with an $11 million site fee and a $13 million live gate. It lasted 91 seconds.

  3. The film room.

    Lewis was 18 when he went to Catskill to spar. He remembers Tyson taking him up to his room to watch old fight films and knowing all the old fighters.

  4. In his own words.

    After the loss to Jake Paul in 2024 he wrote, “This is one of those situations when you lost but still won.”

Legacy

He’s still the youngest man to win the heavyweight title, and the first to hold the WBA, WBC and IBF belts at once. He was inducted into the International Boxing Hall of Fame in 2011.

Tyson Fury, Who’s Who number 17 (story coming soon) is named after him. Tyson was one of the pallbearers at Ali’s funeral in 2016, with Lewis. When George Foreman, Who’s Who number 35 died in 2025, Tyson said, “His contribution to boxing and beyond will never be forgotten.”

34of 39
on the
Who’s Who
Ultimate Boxing Reunion

In the painting

Mike Tyson

Number 34 of 39 on the Who’s Who list for Ultimate Boxing Reunion by Dean Turner Art, published as Mike Tyson.

Dean painted him between Muhammad Ali, Who’s Who number 33 and George Foreman, Who’s Who number 35, with a heavy bag hanging between him and Foreman. Berbick, the man Tyson beat for his first title, had been Ali’s last opponent, and in 2016 Tyson was one of the pallbearers at Ali’s funeral.

Collectors lean in, argue over faces and pull the names list. Tyson’s story runs through a lot of this painting: Cus D’Amato, Who’s Who number 36 (story coming soon) raised him in the game, he sparred and later fought Lennox Lewis, Who’s Who number 29, he fought Larry Holmes, Who’s Who number 19 (story coming soon) and Evander Holyfield, Who’s Who number 31 (story coming soon), he beat the brother of Leon Spinks, Who’s Who number 30 (story coming soon), Don King, Who’s Who number 18 (story coming soon) promoted him, and Tyson Fury, Who’s Who number 17 (story coming soon) carries his name.

If you can name every face in this one, there’s a fair chance someone taught you them, maybe a dad who stayed up for the fights.

See Mike Tyson among all 39 faces in Ultimate Boxing Reunion, a framed canvas print made from Dean’s hand-painted original.

All 39 names in this painting

Who’s Who in the Ultimate Boxing Reunion

Numbered as on the painting’s key. Pick a name to read their story.

  • Story live
  • Coming soon
  • You’re reading
Numbered key to Ultimate Boxing Reunion. Number 34 is ringed. Find the numbers on the painting
  1. 1Manny Pacquiao (story coming soon)
  2. 2Kostya Tszyu
  3. 3Tim Tszyu
  4. 4Roy Jones Jr (story coming soon)
  5. 5Marvin Hagler
  6. 6Félix Trinidad (story coming soon)
  7. 7Johnny Famechon
  8. 8Canelo Álvarez (story coming soon)
  9. 9Bernard Hopkins (story coming soon)
  10. 10Oscar De La Hoya (story coming soon)
  11. 11Danny Green (story coming soon)
  12. 12Jeff Fenech
  13. 13Roberto Durán
  14. 14Floyd Mayweather Jr
  15. 15Vinny Pazienza (story coming soon)
  16. 16Sugar Ray Leonard
  17. 17Tyson Fury (story coming soon)
  18. 18Don King (story coming soon)
  19. 19Larry Holmes (story coming soon)
  20. 20Sonny Liston (story coming soon)
  21. 21Joe Louis (story coming soon)
  22. 22Rocky Marciano (story coming soon)
  23. 23Joe Bugner (story coming soon)
  24. 24Jack Johnson (story coming soon)
  25. 25Tommy Morrison (story coming soon)
  26. 26Ken Norton (story coming soon)
  27. 27Thomas Hearns
  28. 28Ryan Garcia (story coming soon)
  29. 29Lennox Lewis
  30. 30Leon Spinks (story coming soon)
  31. 31Evander Holyfield (story coming soon)
  32. 32Joe Frazier
  33. 33Muhammad Ali
  34. 34Mike TysonYou’re reading
  35. 35George Foreman
  36. 36Cus D’Amato (story coming soon)
  37. 37Lionel Rose
  38. 38Jack Dempsey (story coming soon)
  39. 39Archie Moore (story coming soon)

Sources

  1. ESPN, Mike Tyson: Biography, boxing record, fights and more (18 Nov 2024). espn.com
  2. HISTORY.com, Mike Tyson becomes the youngest heavyweight champ in history. history.com
  3. ESPN, Nigel Collins, Superfight No. 10: Spinks-Tyson (29 Aug 2013). espn.co.uk
  4. UPI, Tyson knocks out Spinks in 91 seconds (28 Jun 1988). upi.com
  5. New York Times, Tyson loses world title in a stunning upset (11 Feb 1990). nytimes.com
  6. Gulf News (AFP), No place like Dome (May 2024). gulfnews.com
  7. The Fight City, Feb. 11, 1990: Douglas vs Tyson. thefightcity.com
  8. WBC, Evander Holyfield stopped Mike Tyson on this day (9 Nov 2018). wbcboxing.com
  9. ESPN StatsInfo, Evander Holyfield vs. Mike Tyson I 20th anniversary. espn.com
  10. ESPN, The bite fight: Mike Tyson-Evander Holyfield 2, 25 years later (28 Jun 2022). espn.com
  11. Sports Illustrated, An oral history of the 1997 Tyson-Holyfield fight (29 Jun 2012). si.com
  12. Fox Sports (AP), Tyson, Holyfield like old buddies on Oprah show (16 Oct 2009). amp.foxsports.com
  13. ESPN.com (AP), Lewis finishes Tyson in eighth round (9 Jun 2002). espn.com
  14. Dawn, Lewis v Tyson report (10 Jun 2002). dawn.com
  15. ESPN.com (AP), Lewis recalls first time he fought Tyson as teens (5 Jun 2002). espn.com
  16. The Seattle Times (AP), In Catskill, they knew Mike Tyson at the start (6 Jul 1997). archive.seattletimes.com
  17. Los Angeles Times, Catskill and D’Amato’s gym (22 Apr 1993). latimes.com
  18. Fox News (AP), Tyson, Stallone, Chavez enter boxing hall (12 Jun 2011). foxnews.com
  19. UPI, National Golden Gloves (22 Apr 1984). upi.com
  20. UPI, Cus D’Amato obituary (5 Nov 1985). upi.com
  21. Olympedia, Henry Tillman. olympedia.org
  22. Wikipedia, Cus D’Amato (peek-a-boo description, lead only). en.wikipedia.org
  23. talkSPORT, Mike Tyson vs Trevor Berbick (22 Nov 2020). talksport.com
  24. Gulf News, July 26, 1986: Tyson destroys Frazier in 30 seconds. gulfnews.com
  25. Encyclopedia.com, Mike Tyson Trial: 1992. encyclopedia.com
  26. HISTORY.com, 1992 conviction. history.com
  27. CBS News (AP), Pot positive for Tyson after fight (18 Jan 2001). https://www.cbsnews.com/news/pot-positive-for-tyson-after-fight/ ; New York Times, Tyson tests positive for marijuana (19 Jan 2001). nytimes.com
  28. VOA News, Mike Tyson returns to ring, draws in exhibition with Jones (29 Nov 2020). voanews.com
  29. MMA Fighting, Rafael Cordeiro on Tyson v Jones (25 Nov 2020). mmafighting.com
  30. CBS Sports, Mike Tyson vs. Jake Paul fight results (16 Nov 2024). cbssports.com
  31. NBC News, Jake Paul admits he “didn’t want to hurt” Mike Tyson (16 Nov 2024). nbcnews.com
  32. NBC Bay Area (CNBC), Netflix said a record 60 million households (15 Nov 2024). nbcbayarea.com
  33. The Guardian, Jake Paul v Mike Tyson (16 Nov 2024). theguardian.com
  34. Boxing Daily, Lewis labels Tyson one-dimensional (17 Nov 2020). boxingdaily.com
  35. TSS, Lennox Lewis on Twitter. tss.ib.tv
  36. The Province, A conversation with Evander Holyfield (27 Jan 2013). theprovince.com
  37. Los Angeles Times, Holyfield on Tyson (9 Apr 1988). latimes.com
  38. CBS Sports, Tyson Fury reacts to Mike Tyson in Francis Ngannou’s corner (23 Oct 2023). cbssports.com
  39. Sky Sports, Lennox Lewis humbled to be a pallbearer (8 Jun 2016). skysports.com
  40. ESPN, The planning of Muhammad Ali’s funeral. espn.com
  41. Sherdog, Larry Holmes remembers Muhammad Ali (11 Jun 2016). sherdog.com
  42. HISTORY.com Editors, Muhammad Ali. history.com
  43. The Guardian, Mike Tyson, sports stars and more pay tribute to boxing great George Foreman (22 Mar 2025). theguardian.com
  44. Los Angeles Times, WBC recognizes Buster Douglas as champion (13 Feb 1990). https://www.latimes.com/archives/la-xpm-1990-02-13-sp-640-story.html ; Los Angeles Times, Douglas gains title, but Tyson gets a rematch (14 Feb 1990). latimes.com
  45. The Guardian, John Crace interview (10 Apr 2012). theguardian.com

Names appear exactly as published on the Who’s Who list for Ultimate Boxing Reunion.

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