Skip to content
Saddo Boxing News
  • Home
  • Boxing Forum
  • Boxing Videos
  • Contact
Saddo Boxing News
Boxing Articles

The Five All Time Worst Boxing Decisions

ByDavid Shipman 13/05/2009

This article is meant to be contrasted as only opinion, but there is more to it. This writer will explore the tale-of-the-tape, the circumstances and how it went down, who deserved to win, and most importantly, why.

This will only cover modern-era fights, mainly between 1980’s until now, because one can simply not find enough material to sift through and cover. Now, for the moment you have been waiting for…

Number 5:
Jose Luis Castillo vs Floyd Mayweather, Jr. I, 2002. Result: Mayweather, Jr. 116-111, 115-111 and115-111. What should have happened: Mayweather picked up the first three rounds easy on all scorecards, but hurt his hand. Castillo used amazing tactics and bullied Mayweather to the ropes, he began to score at will with his left hook. He even muscled Mayweather, hit him with a barrage of good body shots and began to close the gap.

I had Mayweather losing rounds 4-7 and rounds 8 through 11. This equals out to 115-111 for Castillo. Castillo should be applauded for not giving up his title through selling his “soul” to promoters. This is arguably Mayweather’s first loss. Mayweather would eventually “school” Castillo in the rematch. Although the judges had it 115-113, 116-113 and 116-113, many pundits scored the rematch 117-111 for Mayweather.

Number 4:
Pernell Whitaker vs Oscar De La Hoya, 1997. Result: A commanding five and six-point decision win for De La Hoya despite suffering a knockdown. What should have happened: De La Hoya began to get jabbed and hit from all angles. The pro-De La Hoya crowd never helped Whitaker. Whitaker lacked knockout power and charisma, but was a Hall-of-Fame boxer. Whitaker would eventually score a questionable knockdown in the 9th, but ultimately De La Hoya landed just enough flurries at the end of rounds to sway the judges.

I actually had Whitaker winning eight of the twelve rounds for a 116-112 score. The two would never fight again.
Whitaker slipped in to drug addiction, leaving many to ponder what would have been if he would have fought Felix Trinidad healthy? On that segue….

Number 3:
Oscar De La Hoya vs Felix Trinidad, 1999. Result: Trinidad wins by MD 12, 115-113, 114-114 and 115-113. What should have happened: Correct math by “intelligent” judges. Oscar De La Hoya put on a “boxing show” as he put it for the first seven-plus rounds. De La Hoya was up six rounds to one after seven, then won the eighth with ripping combinations that had Trinidad’s shorts bloody.

De La Hoya would tire in the late rounds and some accused him of “running”. Trinidad didn’t really land anything significant but still managed to win the fight and went onto become a destructive cyborg in higher weight divisions. Saving grace: De La Hoya would be the first to lay out a “plan” to beat Trinidad. Hopkins used the same strategy and thus dominated Trinidad in September, 2001.

Number 2:
Pernell Whitaker vs Jose Luis Ramirez, I, 1988. Result: Ramirez wins by SD, 113-117, 118-113 and 116-115. Some of the most outlandish scores ever reported. Let’s put this into context. These scores mean that there were many “10-10” rounds and the scores were severely front-loaded. What should have happened: A clear-cut UD win for Whitaker.

Whitaker landed superb shots and even was able to humiliate Ramirez. Two of the judges were of Mexican descent. But Whitaker would be handed his first loss and had to wait to exact his revenge on Ramirez in the states. Whitaker did exactly that, winning 10 of the 12 rounds in beating Ramirez during a rematch for the lightweight title.

Number 1:
Whitaker has the dubious decision of appearing on the countdown three times. Pernell Whitaker vs Julio Cesar Chavez, 1993. Result: 115-113 (Whitaker), 115-115, 115-115. Chavez entered the fight at 87-0. He was equivalent to “Mr. Dream” in “Punch Out”, in fact, that was him, right? This is perhaps Whitaker’s most culminating achievement. To outclass Chavez, who was seen on a different stratosphere and he did just that.

I remember I was 10-years-old and watching the fight thinking ‘when was Chavez was going to knock him out’? It was evident by round seven that Whitaker had his number. Whitaker would go into a low crouch and nail Chavez to the body. He again would step inside and fire beautiful combinations that had Chavez off-balance most of the night.

Based on his stature, I only gave Chavez three rounds. In what would have been a classic fight, if not for the horrible decision, I rank this as the worst of the past 25 years of boxing. It should have been 117-111 across the board.

Whitaker has had the dubious distinction of being the only fighter ripped off as many times as he did. He retired with a record of 40-4-1. In reality, it should have been 42-1-1 with the only loss being to Trinidad. The Roy Jones before there was one was wronged by judges and faulty promoters throughout his career.

Post Tags: #Felix Trinidad#Floyd Mayweather Jr#Jose Luis Castillo#Jose Luis Ramirez#Julio Cesar Chavez#Oscar De La Hoya#Pernell Whitaker

Post navigation

Previous Previous
Ringside Boxing Report: Dave Ryan vs Scott Evans
NextContinue
Crown Boxing: McCall vs. Hopoate For IBA Title In Las Vegas May 22

Boxing Site Team

Owner/Webmaster:
Saddo 📧

Site Photographer:
Jane Warburton 📷
Site Writers:
(Click name to view all that writer’s work)
  • Curtis McCormick
  • Nick Chamberlain
  • Jose Espinoza
  • Robert Brizel
  • Richard Eberline
  • Danny Wilson
  • Bruce Dingo
  • Alejandro Tostado
  • Ricky Jones
  • Wellington Amadulu


RSS Feed

RSS Boxing Forum

  • George Liddard vs Dario Morello: Full Fight Preview & Undercard 21/08/2026
    Originally published at: George Liddard vs Dario Morello: Full Fight Preview & Undercard George Liddard faces experienced Italian Dario Morello in the middleweight main event, with Jimmy Sains vs Tom Cowling and a packed unbeaten-heavy undercard. 12 posts - 3 participants Read full topic […]
  • Sheeraz ordered to face drug cheat Janibek 20/08/2026
    Boxing is a dirty and corrupt business. Hamzah Sheeraz has been ordered by WBO to face drug cheat Janibek Alimkhanuly. What message does that send out to boxers that are following the rules? “I think it’s a joke. I think what the WBO have done here is disgraceful to the sport of boxing as well. “What they’re essentially doing is rewarding someone who’s been […]
  • Moses Itauma v Filip Hrgovic 19/08/2026
    This is a huge heavyweight contest 29th August and really enjoying both characters. Here are 5 essentials that Moses chose. https://www.youtube.com/watch?v=6HLkIr06eQo 4 posts - 3 participants Read full topic […]
  • Joshua v Fury is on 18/08/2026
    Hearing announcement that its in New York is imminent. Criminal if so. Not sure who I want to lose the most here but hope it ends farcically highlighting how past it they both are. 9 posts - 5 participants Read full topic […]
  • Wlad's wife Hayden Panettiere dies 18/08/2026
    Wlad Klitschko wife has died very toung at 36. She was a star in Heroes and was beautiful. They have a daughter and now have to deal with this tragedy. Hayden Panettiere: Ex Wladimir Klitschko says family is in ‘profound shock and grief’ - BBC News 4 posts - 3 participants Read full topic […]
  • Pritchard Colón passes away at age 33 16/08/2026
    Boxing News: Prichard Colón Passes » August 15, 2026 Puerto Rican former boxer Pritchard Colón passed away yesterday at the age of 33. He had spent the last 11 years trying to recover from a fight vs Terrel Williams in 2015 in which he reportedly received over 70 rabbit punches. These caused a cerebral hematoma which led Pritchard to go into a coma. My thoug […]
  • Claressa Shields vs Kaye Scott Preview: Shields Challenges For Her Old Middleweight Crowns 14/08/2026
    Originally published at: Claressa Shields vs Kaye Scott Preview: Shields Challenges For Her Old Middleweight Crowns Claressa Shields drops back to middleweight to challenge WBA and WBC champion Kaye Scott in Atlanta, with Caroline Veyre vs Bernice Ferreira and Troy Isley vs Joseph Hicks also on the DAZN card. 3 posts - 3 participants Read full topic […]
  • Craig bentham, Darlington ABC 12/08/2026
    Craig Bentham of Darlington ABC. The historic documentation establishes his clear identity as a competitive junior amateur boxer active in the North-East regional circuit around 2000–2001.The verified record shows:The Featured Bout: The action photograph captures Craig Bentham (left) of Darlington ABC landed a heavy right hand while under pressure to secure […]
  • Teremoana Teremoana vs DeAndre Savage Preview: Heavyweights Headline Gold Coast Card 11/08/2026
    Originally published at: Teremoana Teremoana vs DeAndre Savage Preview: Heavyweights Headline Gold Coast Card Teremoana Teremoana faces DeAndre Savage in the heavyweight main event, with Michael Zerafa vs Alejandro Ortiz and a busy Australian undercard. 3 posts - 2 participants Read full topic […]
  • Ben Whittaker vs Conor Wallace 11/08/2026
    Ben Whittaker (12-0-1) will take a giant leap towards a world title if he can overcome Conor Wallace (17-1) in his next outing. The pair are set to square off in an IBF light heavyweight final eliminator bout to determine the mandatory contender for unified [WBA, IBF and WBO champion] Whilst the winner secures a No.1 ranking with the IBF, it is unlikely they […]
  • David Nyika vs Floyd Masson Preview: Homecoming Clash Headlines Big Night in Auckland 05/08/2026
    Originally published at: David Nyika vs Floyd Masson Preview: Homecoming Clash Headlines Big Night in Auckland David Nyika returns home to face Floyd Masson in a major cruiserweight clash in Auckland, with Sheilla Yama, Alex Leapai Jnr, Liam Messam and several unbeaten prospects also featuring on a packed undercard. 3 posts - 2 participants Read full topic […]
  • Cherneka Johnson and Dina Thorslund Meet in Long-Awaited Undisputed Showdown 05/08/2026
    Originally published at: Cherneka Johnson and Dina Thorslund Meet in Long-Awaited Undisputed Showdown Cherneka Johnson and Dina Thorslund collide for undisputed bantamweight supremacy in Orlando, while Desley Robinson, Tamm Thibeault, Dainier Pero and several unbeaten prospects feature on a packed undercard. 2 posts - 1 participant Read full topic […]
  • Troy Williamson vs Callum Simpson 2 Preview: Leeds Rematch Tops Packed DAZN Card 05/08/2026
    Originally published at: Troy Williamson vs Callum Simpson 2 Preview: Leeds Rematch Tops Packed DAZN Card Troy Williamson and Callum Simpson renew their rivalry in Leeds on a packed DAZN card featuring Gradus Kraus, Sean Hemphill, Hassan Azim, Mauro Silva and several unbeaten British prospects. 4 posts - 3 participants Read full topic […]
  • Aaron McKenna and Etinosa Oliha collide in unbeaten middleweight showdown in Dublin 05/08/2026
    Originally published at: Aaron McKenna and Etinosa Oliha collide in unbeaten middleweight showdown in Dublin Aaron McKenna and Etinosa Oliha clash in an unbeaten middleweight main event in Dublin, while Callum Walsh faces Tyler Denny on a strong Zuffa Boxing card packed with Irish talent. 4 posts - 3 participants Read full topic […]
  • Pierce O'Leary vs Mark Chamberlain Preview: Dublin Hosts Stacked DAZN Fight Card 31/07/2026
    Originally published at: Pierce O'Leary vs Mark Chamberlain Preview: Dublin Hosts Stacked DAZN Fight Card Pierce O’Leary and Mark Chamberlain headline a stacked Dublin card on DAZN, with Royston Barney-Smith vs Reece Bellotti, Gary Cully vs Lee Reeves and several unbeaten Irish prospects also in action. 8 posts - 3 participants Read full topic […]

© 2026 Saddo Boxing News

  • Home
  • Boxing Forum
  • Boxing Videos
  • Contact