2. Miguel Cotto (Light-welterweight, Sydney 2000)
Puerto Rico’s only four-weight world champion, Cotto began boxing aged 11, originally just to get himself into shape.
He became a standout amateur, though was outpointed by eventual Olympic champion Muhammad Abdullaev in Sydney.
He turned over, and after winning the WBO world super-lightweight title in 2004 against Kelson Pinto made the third defence of his title against none-other than Abdullaev. Cotto dominated him before ending things in the ninth.
Paulie Malignaggi was outpointed before Cotto became WBA welterweight champion against Carlos Quintana, and then defeating both Zab Judah and Shane Mosley. Then, in 2008, the villainous Antonio Margarito bludgeoned Cotto inside 11 rounds to hand him his first loss. Allegations of cheating followed, but it would be three years before Cotto could gain revenge.
Wins over Joshua Clottey and Yuri Foreman (which saw him become super-welter world champion) came in between, as did a punishing loss to Manny Pacquiao. Cotto pushed Mayweather hard in 2012 and eventually won the WBC world middleweight title by destroying Sergio Martinez in a catchweight fight.
In his last fight, Cotto lost that title to Canelo Alvarez but remains one of the most popular fighters in the world.