Henry Durand Tillman (born August 1, 1960) is a former American boxer.

Amateur Career

Tillman twice defeated Mike Tyson as an amateur, winning both bouts via close decisions. Tillman went on to win heavyweight Gold at the Los Angeles Olympics.

Pro career

Tillman turned pro in 1984 as a cruiserweight and had a disappointing professional career, primarily due to a weak chin. In 1986, he was knocked down twice and upset by Bert Cooper

Bert Cooper

Bertram Cooper , also known as Smokin' Bert Cooper is a heavyweight boxer, most famous for his devastating punching power and several wild brawls in the 1990s.-Pro career:...

 via a decision. However, in 1987 he was able to secure a shot at WBA Cruiserweight Title holder Evander Holyfield

Evander Holyfield

Evander Holyfield is a professional boxer from the United States. He is a former undisputed world champion in both the cruiserweight and heavyweight divisions, earning him the nickname "The Real Deal"...

. Holyfield dropped Tillman three times en route to a 7th round TKO, according to WBA

World Boxing Association

The World Boxing Association is a boxing organization that sanctions official matches, and awards the WBA world championship title at the professional level. It was previously known as the National Boxing Association before changing its name in 1962...

 rules. Tillman later lost to Willie DeWitt in a rematch of their 1984 Heavyweight Olympic Final bout. In 1990, he took on Mike Tyson

Mike Tyson

Michael Gerard "Mike" Tyson is a retired American boxer. Tyson is a former undisputed heavyweight champion of the world and holds the record as the youngest boxer to win the WBC, WBA and IBF world heavyweight titles, he was 20 years, 4 months and 22 days old...

 in Tyson's comeback bout after his loss to James "Buster" Douglas. Tyson knocked him out in the first round, despite Tillman having beaten Tyson twice as an amateur. He finished his professional career with a record of 25-6-0 with 16 knockouts.