Floyd Mayweather Jr. vs. Angel Manfredy(1998)

Floyd Mayweather Jr. vs. Edgar Ayala(en)

Floyd Mayweather Jr. vs. Sharmba Mitchell(en)

Floyd Mayweather Jr. vs. Carlos Hernandez(en)

Floyd Mayweather Jr. vs. Jose Luis Castillo I(en)

The most debated fight in Floyd Mayweather Jr.'s undefeated career is unquestionably his first bout with Jose Luis Castillo on April 20, 2002. Mayweather was 27-0 and moving up to 135 pounds for the first time, where Castillo (45-4-1, 41 KO at the time) held the WBC's title.

Floyd Mayweather Jr. vs. Jose Luis Castillo II(en)

Floyd Mayweather Jr. vs. Phillip Ndou(en)

Floyd Mayweather Jr. vs. Henry Bruseles(en)

Floyd Mayweather Jr. vs. Genaro Hernández(en)

Floyd Mayweather Jr. vs. Carlos Manuel Baldomir(en)

Oscar De La Hoya vs. Floyd Mayweather Jr.(en)

Oscar De La Hoya vs. Floyd Mayweather Jr., billed as The World Awaits, was a light middleweight superfight that took place on May 5, 2007, at the MGM Grand Arena in Las Vegas, Nevada between six-division world champion Oscar De La Hoya (38–4, 30 KO) and undefeated four-division champion Floyd Mayweather Jr. (37–0, 24 KO). At the time, the bout was the most lucrative boxing match ever, with over $130 million in generated revenue.

Floyd Mayweather Jr. vs. Victor Ortiz(en)

Floyd Mayweather Jr. vs. Victor Ortiz, billed as Star Power, was a championship fight for Ortiz's WBC Welterweight title. The bout was held on September 17, 2011, at the MGM Grand in Las Vegas, Nevada and televised via HBO PPV. As a part of a split-site doubleheader, the broadcast also featured the Saul Alvarez vs. Alfonso Gomez Light Middleweight championship bout taking place at the Staples Center in Los Angeles, California.

Floyd Mayweather Jr. vs. Diego Corrales(en)

In one of the more definitive and memorable fights of his career Mayweather fought the hard-hitting, former IBF super-featherweight champion Diego Corrales (33–0, with 27 KOs). Coming into the bout Mayweather and Corrales were undefeated, and neither fighter had touched the canvas. Mayweather was The Ring's #2-ranked super featherweight in the world (and #7 pound-for-pound), while Corrales was the #1-ranked super featherweight in the world and #5 pound-for-pound.

Floyd Mayweather Jr. vs. Victoriano Sosa(en)