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March 22, 2019

To Shock the World: The Greatest Upset in Sports History

At the end of a bloody and gruesome 8th round, James “Buster” Douglas sat up from the canvas; dazed and disoriented, he rose to his feet to keep slugging it out with the undefeated Mike Tyson. Douglas, a man viewed as little more than a helpless underdog by the world, had already defied all odds with his demonstration of courage when he made it back to his feet after nearly getting knocked out by the champion. But little did the world know that the biggest upset in sports history was still yet to come. What gave Buster Douglas the strength to fight on that day of all days? After all, Douglas had previously been knocked out by weaker opponents before this fight, and he was generally viewed as a relatively weak fighter. Was it courage, rage, or just an act of fate?1

James Douglas was born in Columbus, Ohio in 1960, to one former pro-boxing William “Dynamite” Douglas. Despite what that might entail about Douglas’ boxing influence, the thing that most people do not know about Douglas is that boxing was not his first love in the realm of sports. During his high school days, he played and enjoyed football and basketball. In 1977, Douglas led his Linden McKinley High School to a state championship. Douglas continued to pursue basketball long after high school, and ended up playing for Coffeyville Community College, where he proved himself good enough to attend Mercyhurst University on a basketball scholarship. Douglas had already proven himself to be an outstanding athlete since high school, with his plethora of achievements, and his recent performance in community college simply tipped the scales in his favor.2

Once college was over for Douglas, he moved back to his home town of Columbus, Ohio, where he found himself wanting to pursue the footsteps of his father in boxing. After a few minor incidents, Douglas eventually made his professional Boxing Debut in 1981 against Dan O’Malley. Douglas turned out to be just as good a boxer as he was a basketball player, and, with a few losses along the way, his career was still good enough to earn him his first ever chance at the Heavyweight title against Tony Tucker in 1987. Douglas started the fight off good and was ahead for the most part, but he quickly became too gassed to maintain the upper hand and was stopped in the tenth round. This failure proved to be a major setback for Douglas, as he was forced to start from nearly the bottom of the ranks in order to get another chance at the title fight. On top of the already heightened odds, his fumble in the ring had totally soiled his overall public reputation.3

In the moment of Douglas’ defeat and doubt, it was ultimately his tight-knit family that encouraged him to keep going and pressing forward, and for the next three years Douglas quickly moved back up the rankings, going through many notable fighters like Jerry Halstead and Trevor Berbick in a desperate attempt to once again be in a position to get a shot at a title fight again. But this time around the person who he would have to defeat was seen as unbeatable, not only for his flawless record, but for the way he brutally treated his opponents without seeming to ever get so much as a scratch on him throughout the entire fight. His name was Mike Tyson, the man made of iron, and he was standing directly between Douglas and everything he had ever wanted. In order to finally realize his dreams, Douglas would have to fight with a fire within him that he had not yet felt. Unlike the public, Douglas was not phased by the monstrous reputation Tyson had created for himself. Douglas was not one to pay attention to things like that, so he just put his head down and got to work with the training he would need if he wanted to become the heavyweight champion of the world.4

The fight was one month away and the hype was not nearly what it had been for other Tyson fights, because this was considered a tune up match to get Tyson ready for his next big fight following Douglas, against Evander Holyfield.  The odds of the fight were released at 42 to 1 in favor of Mike Tyson. There was so little chance of him winning that the fight was set in Tokyo, Japan to keep people from making free money off of the game by betting money on Tyson. Any other person would have taken it as an insult or been discouraged, but Douglas once again turned away from what he saw and returned to hard training. Through the preparation of it all, everyone said that Douglas looked good in his training and preparation. As the fight grew nearer, Douglas claimed that he felt confident and focused on the fight, but, in the midst of his journey to the top of the boxing charts, his path took a devastating sharp turn when his mother suddenly died two weeks before the fight, after suffering from a stroke.5

Douglas had to bury his mother 23 days before the biggest day of his life, and flew out to Tokyo the same night for upcoming press conferences. The two weeks leading up to the fight were very melancholy, and, according to his trainer, Douglas’ training sessions were quiet and relaxed, and showed no real difference from any other fight. When asked a question in an interview about how Douglas felt about the upcoming fight, however, the soft spoken man only said “I’m going to shock the world.”6

Douglas and Tyson fight in the center of the ring at the opening bell | Courtesy of Wikipedia

On November 2, 1990, the two fighters met each other in the ring for the first time. One man stands a champion that seems invincible trying to put away just another ordinary contender, and the other stands with a vicious glare of excitement, one who feels like he doesn’t have much to lose. The ring announcer calls them to the center ring, briefly explains the rules, makes them bump fists and clears out of the ring. Finally, the bell sounds and the fight is on.7

Douglas falls at the hands of Mike Tyson in the 8th round | Courtesy of Wikipedia

From the very get go, the fight was a shock to the world. Buster Douglas, a nobody, found himself toe to toe with the world champion of heavyweight boxing, and it looked like Douglas had the upper hand too, until the eighth round when Tyson landed a lucky hit to Douglas, sending him straight to the canvas. Douglas, who laid on the floor, stunned, had allowed what everyone thought was going to happen to come true. He was knocked down by the champion. But nobody expected him to get back up. At the count of eight, Buster Douglas wobbled to his feet and was saved by the bell at the end of the round. Douglas took time to gather himself in between rounds, and came back out swinging like he had never swung before. The two men went back and forth the entire round. Mike Tyson seemed to be wearing out and appeared to clearly be losing, which was a first for the unstoppable juggernaut. At the end of the ninth round, it was Tyson who had found himself backed up against the ropes.8

Buster Douglas knocks Mike Tyson to the floor in the 10th round | Courtesy of Wikipedia

When the bell signaled the start of the tenth round, the two titans quickly collided. Toe to toe they stood, but this was Douglas’ moment for glory. With a deadly combination, Tyson was sent reeling to the ground. Disoriented, he struggled to put his mouth piece back in, but did not make it to his feet in time to beat the ten second count. James “Buster” Douglas was world heavyweight champion. A man seen by all boxing experts as having a 42 to 1 chance of beating Mike Tyson, a man who had every reason to quit and feel discouraged by what was going on around him, refused to give up and ultimately beat a man who seemed invincible, finally fulfilling his dream of becoming the heavyweight champion of boxing.9

Even though Douglas lost the title in his next fight to Evander Holyfield, he still held an accomplishment that nobody else possessed, and that was his beating of Mike Tyson in his prime. According to the odds and experts, the knockout was never even supposed to happen. It was something that was unquestionably impossible to reproduce, something that could only ever happen once. It’s the story of a man driven by the death of his mother and who refused to lose in honor of her.10

Sports has always been an important part of human culture. We are a competitive species and have been since the time of the Greeks. This lust for competition is especially apparent in our enjoyment of sports, because every game played is a game of chance for the competitors; nothing is certain and this uncertainty spawns interest. We like to see the people and teams we have connections with take their chances and emerge victorious because that makes us, the common people, believe that our team or our athlete is a physical metaphor to overcoming adversities and taking on the chances of every little battle throughout our lives, whether it be seen from a TV screen or in the stands. We are inspired to see other people defy odds and win at the game of chance. James Douglas took his small chance and ran with it, only to create a story that is nothing short of being Cinderella-like. This is why we glorify stories like David and Goliath. It’s us, accomplishing things we were not supposed to be able to accomplish. This is why sports is so important to us as humans, and this is exactly what makes James “Buster” Douglas beating Mike Tyson the greatest upset in sports history.11

  1. John Johnson and Bill Long, Tyson-Douglas: The inside story of the upset of the century (Washington D.C: Potomac, 2007), 176-178.
  2. Ben Houser, 42 to 1 (Dec 11, 2018; Bristol: ESPN), film.
  3. Ben Houser, 42 to 1 (Dec 11, 2018; Bristol: ESPN), film.
  4. Ed Odeven, “Seeing Douglas shock Tyson gave Lewis Confidence,” The Japan Times, Feb 5, 2015.
  5. Steve Kim, “James ‘Buster’ Douglas recounts the biggest upset in Boxing History,” ESPN, Dec 11, 2018.
  6. Steve Kim, “James ‘Buster’ Douglas recounts the biggest upset in Boxing History,” ESPN, Dec 11, 2018.
  7. John Johnson and Bill Long, Tyson-Douglas: The inside story of the upset of the century (Washington D.C: Potomac, 2007), 145-147
  8. Ed Odeven, “Seeing Douglas shock Tyson gave Lewis Confidence,” The Japan Times, Feb 5, 2015
  9. Ed Odeven, “Seeing Douglas shock Tyson gave Lewis Confidence,” The Japan Times, Feb 5, 2015.
  10. Ben Houser, 42 to 1 (Dec 11, 2018; Bristol: ESPN), film.
  11. John Johnson and Bill Long, Tyson-Douglas: The inside story of the upset of the century (Washington D.C: Potomac, 2007), 23-24.

Recent Comments

57 comments

  • Jesus Parker

    Just as everyone else I love the underdog story. Interesting on how fast everyone else counted James out before the match even started. Also, a lot of people must have lost a lot of money that night over one fight it is ridiculous. The odds could have gone to Mike Tyson’s head and not take James seriously. At the end of the day, James wanted to win more than Mike and that is why James won.

  • Victoria Davis

    This is such a great underdog story. A man that has no one in his corner and nothing to lose gains everything and respect to the boxing world. Douglas found strength where many people would have given up and used that as his motivation. I really enjoyed reading this article and the action put into it making the fight for back and forth

  • Addie Piatz

    I absolutely love an underdog story. Before I read this article I had heard about Mike Tyson but I had never heard about James Douglas. When I read about his mother passing I had a hunch that it was going to be what motivated him in his big fight with Tyson. Of course theres always that sheer possibility that the underdog could lose, something told me that wasn’t going to be the case. I enjoyed reading this article it made my day.

  • Alexander Avina

    I really enjoyed learning more about “Buster” Douglas. I knew only of his victory over Mike Tyson. It was interesting to learn about his upbringing and early life. I think that a background only enhances the upset that occurred within the boxing ring. This is truly one of the greatest upsets in the history of sports. Mike Tyson was still in his prime and he was defeated by a virtual unknown in the boxing world. This was a very well-written and captivating article that kept me reading on. I think that this was a great a topic to choose to write about.

  • Marco Monte de Oca

    It’s for reasons like this that make sports the most incredible thing to watch. You truly never know what’s going to happen in any game, no matter who is playing. All it takes in any sport is just one second of luck and the whole dynamic changes. In a split second, you can go from losing to winning because the opponent switches off, loses focus. I have heard all the stories of Mike Tyson and about what an incredible fighter he was. However, I had never heard about this story and about his fight against James Douglas. I am in awe at what Douglas was able to do, and doing it two weeks after his mother had passed. The death of someone so close, someone so loved, would’ve made almost any man put off the fight. But he kept his focus on what he needed to do, and won the fight for her. It’s an extraordinary story.

  • Jake Mares

    While there are many well known underdog stories in sports history, none hit quite like this one. The fact Douglas suffered such a tragedy just three weeks before the fight and still was not fazed by it is truly remarkable. Not to mention the incredible gambling odds that were so skewed it seemed unfair. It is a shame to say that this story may never be topped in sheer “underdogness.”

  • Mitchell Yocham

    This article just inspires me because I love under dog stories, everyone does. It’s those moments where the person that you least expect to win actually wins and it just puts a random smile on every ones face because somehow they managed to do it. I’ve personally never heard of “Buster” Douglas, but he just gives off that “Rocky” vibe when Rocky was fighting Apollo Creed, and I couldn’t help but hum the theme song inside my head while I was reading this story. Overall just a fantastic story and article.

  • Michael Hinojosa

    I absolutely loved this article! My Dad used to tell me that his favorite boxer was James Douglas but I never knew anything about him or what he did until I read this article! Much like everyone else I really appreciate how everything in this article was kept in chronological order and detailed all of the moments that lead up to his highest peak.

  • Makenzie Santana

    The only time I watch boxing is in the movies, but of course I know about Mike Tyson, that is a name that isn’t shy from the spotlight when it comes to talking about this sport. Now reading this article I now know another name of glory in the world of Boxing, the glory earned by defeating the famous Mike Tyson.

  • Diamond Davidson

    This article was well-written and all the information you gathered together flowed really well together. I’ve heard of Douglas, but never really paid attention to what he did. This article is very inspirational because it shows how you can still be better than someone if you start working hard enough and believing that you can do it, even though you did worst in the past.

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