Joe Calzaghe: $21 Million
Nicknamed the "Pride of Wales," Joe Calzaghe maintained a flawless record throughout his fifteen-year career, never tasting defeat. He holds the record for the longest-reigning super middleweight champion, defending his title 21 times. Calzaghe's net worth of $21 million was derived from his 46 victories. In 2008, he moved up to the light heavyweight division, defeating legends Bernard Hopkins and Roy Jones Jr. before retiring. He was also known as the "Italian Dragon," a nod to his Italian and Welsh heritage, drawing parallels to Rocky Balboa's "Italian Stallion" moniker.