After winning five national amateur championships in Puerto Rico, Trinidad debuted as a professional when he was seventeen, and won his first world championship by defeating Maurice Blocker to win the IBF welterweight title in 1993. He currently holds the record for the second most welterweight title defenses (15), as well as the record for longest reign as welterweight champion, at 6 years, 8 months and 14 days.\n', '

As his career continued, he defeated Oscar De La Hoya to win the WBC and lineal welterweight titles in 1999; Fernando Vargas to win the unified WBA and IBF light middleweight titles in 2000; and William Joppy to win the WBA middleweight title in 2001. Trinidad\'s first professional loss was against Bernard Hopkins later in 2001, and following this he retired from boxing for the first time. Trinidad made his ring return by defeating Ricardo Mayorga in 2004 and, after a losing effort against Winky Wright in 2005, retired for a second time. In 2008 he returned once more and lost to Roy Jones Jr. Subsequently, Trinidad entered a hiatus without clarifying the status of his career.\n', '

Trinidad is frequently mentioned among the best Puerto Rican boxers of all time by sports journalists and analysts, along with Juan Laporte, Esteban De Jesús, Wilfredo Vázquez, Miguel Cotto, Wilfred Benítez, Wilfredo Gómez, Héctor Camacho, and Carlos Ortíz. In 2000, Trinidad was voted Fighter of the Year by The Ring magazine and the Boxing Writers Association of America. He is ranked number 30 on The Ring\'s list of 100 greatest punchers of all time and in 2002 named him the 51st greatest fighter of the past 80 years. In 2014 Trinidad was inducted into the International Boxing Hall of Fame, thus becoming the tenth Puerto Rican to receive such an honor.\n', '

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