Henry Tillman has six losses against six opponents on his boxing record. For a list of Tillman's best fights, refer to "Best fights of Henry Tillman".
On September 15, 1992 Henry Tillman faced off against Terry Davis in a heavyweight bout at age 32. He was coming in with a record of 25-6 (16). Tillman lost the fight via 7th-round KO.
On June 16, 1990 Henry Tillman faced off against Mike Tyson at age 29. He was coming in with a record of 20-5 (14), and Tyson was 23 years old and with a record of 37-1 (33). Tillman lost the fight via 1st-round KO.
On March 29, 1988 Henry Tillman faced off against Willie DeWitt at age 27. He was coming in with a record of 17-4 (12). Tillman lost the fight via 10-round unanimous decision.
On November 20, 1987 Henry Tillman faced off against Dwain Bonds at age 27. He was coming in with a record of 17-3 (12). Tillman lost the fight via 8th-round TKO.
On February 14, 1987 Henry Tillman fought Evander Holyfield in a cruiserweight world-title fight for Holyfield's WBA title. Tillman was 26 years old and with a record of 14-2 (10), and Holyfield was 24 years old and with a record of 13-0 (9). Tillman lost the fight via 7th-round TKO.
On June 15, 1986 Henry Tillman faced off against Bert Cooper in a cruiserweight bout at age 25. He was coming in with a record of 10-1 (7), and Cooper was 20 years old and with a record of 11-1 (10). Tillman lost the fight via 12-round unanimous decision.