Thomas Hearns: $50,000
Thomas "Hitman" Hearns, a prominent figure in the stellar group of middleweight fighters during the 1980s, boasted an impressive career with his first 32 victories. However, he experienced a 14th-round TKO defeat by Sugar Ray Leonard in 1981. Despite the highly publicized nature of his career, Hearns faced financial challenges following his retirement in 2006. He owed the IRS $250,000 in back taxes and admitted to being overly generous with his extensive family.
