Floyd Mayweather First Pro Fight Verse Roberto Abodaca2 Comments Watch Mayweather’s first professional bout on October 11, 1996 against fellow newcomer Roberto Apodaca, who was knocked out in round two. Mayweather’s trainer at the time was his uncle, Roger Mayweather; his father was still imprisoned after his conviction for illegal drug trafficking in 1993. The latter took over as his son’s trainer when he was released from prison (after Mayweather, Jr.’s 14th fight—a second-round knockout of Sam Girard). From 1996 to early 1998, Mayweather won most of his fights by knockout or TKO. Prior to his professional debut the 19-year-old Mayweather narrowly defeated 22-year-old Lorenzo Aragon of Cuba in an all-action bout to win 12–11, becoming the first U.S boxer to defeat a Cuban in 20 years.