Jon T. Benn

During the 1960s, Benn had either bit parts or double roles in The Magnificent Seven in 1960, John Huston’s Night of the Iguana in 1964. These came about by chance and him happening to be in the right place at the right time.[11][12] Benn appeared as "The Boss" in Way of the Dragon, Bruce Lee's 1972 film which Lee both wrote and directed. It was his role in the film that he got the attention that he is most remembered for.[13][14] In 1980, the Joseph Kong directed Brucesploitation film, The Clones of Bruce Lee was released. Benn played the part of the mad scientist, Professor Lucas who is enlisted by the FBI to create clones of Bruce Lee.[15][16]

Benn appeared as a banker in John Derek’s 1990 film which starred Bo Derek, Ghosts Can't Do It.[11][17][18]

In November 1997, Benn was guest of honor at the Brandon Lee Association sponsored convention in England which commemorated the 25th anniversary of Way of the Dragon. Pictures of Benn with Lee and Norris which were taken during the filming of Way of the Dragon appeared in a magazine which covered the silver anniversary event. It appeared that Benn had a popular than ever status as a cult celebrity.[19] Benn was once offered $50 by a Japanese fan for his half smoked cigar.[20] Around that time in the late 90s he was running his Bruce Lee café and sharing his experiences with Lee to patrons.[3]

In 2006, the Ronny Yu directed Fearless which starred Jet Li was released. Benn played the part of the American businessman.[21][22] Benn played a villain in Jakob Montrasio's The Way of the Spur which was released in 2012. Montrasio was thrilled when it was confirmed that Benn would be in the film.[23] Also that year, The Man with the Iron Fists was released. The RZA directed film which starred Russell Crowe, Cung Le, Lucy Liu also featured Pam Grier. Benn played a plantation owner.[24]

Benn's last film role was as the Big Boss in the Scott McQuaid directed sci-fi B film Space Ninjas that was released in 2019. The film starred Dirk Benedict.[25][26] His last film was a documentary short, The Big Boss Remembered. Actor and filmmaker Michael Worth spent several days with Benn and his family in Kentucky for documentary on Bruceploitation. This short film came about as a result of Worth putting it together with an interview that Benn insisted on and Benn's brother Rick organizing the shoot. Benn who had been diagnosed with blood cancer and wasn't sure how long he had left to live and said that Worth should come out to see him as soon as possible. Benn and Worth had actually met 20 years prior to this. He died several weeks later.[27]