Roy DeMeo, a soldier in the Gambino crime family, led a crew of violent associates known for carrying out numerous murders and often dismembering the victims. He became a liability for Gambino boss Paul Castellano, and in January 1983, at the age of 42, DeMeo was murdered. An image created by ChatGPT suggests how DeMeo may have looked at age 80 if he had not been killed. The video also examines other mobsters who died young, including Benjamin “Bugsy” Siegel.
Siegel was a feared gangster and childhood friend of Meyer Lansky and Charlie Luciano. He is credited with helping turn Las Vegas into a gambling hub, but in 1947, at age 41, he was shot to death in a Los Angeles house. While historians debate the reasons for his murder, many sources believe the hit was sanctioned by Luciano. Giuseppe “Joe the Boss” Masseria became the boss of bosses in 1928, leading the largest crime family in New York City.
His organization included future mob heavyweights like Luciano, Frank Costello, Vito Genovese, and Joe Adonis. Masseria was embroiled in a bloody war against rival Salvatore Maranzano, and history indicates that his own men orchestrated his murder to end the conflict. In 1931, at age 45, Masseria was shot dead in a Coney Island restaurant. An image shows what he might have looked like had he lived another 35 years.
Dominick “Sonny Black” Napolitano, a Bonanno crime family captain, was portrayed by actor Michael Madsen in the movie *Donnie Brasco*. Napolitano was murdered in 1981. Most sources say he was killed because he allowed undercover FBI agent Joe Pistone to infiltrate his crew. However, Bonanno boss Joe Massino later claimed as a government informant that Sonny Black was killed because he planned to take over the family.
Napolitano was 51 at his death, and AI images speculate on how he might have looked if he had aged. Albert Anastasia, the feared Gambino boss, was suspected of committing many murders. In 1921, at age 19, he was convicted of murder and sentenced to the electric chair but was released on appeal after witnesses disappeared or recanted. He became boss of the family in 1951 after the disappearance of Vincent Mangano.
In 1957, at age 55, Anastasia was gunned down in a barbershop at the Park Sheraton Hotel. An image shows how he may have looked at age 80. The video also mentions Tommy DeSimone, a Lucchese associate portrayed by Joe Pesci in *Goodfellas*. DeSimone was murdered in 1979, and his body was never found.
Sources disagree on his age at death, with some saying he was 28. ChatGPT generated an image of what DeSimone might have looked like if he had lived decades longer. The video asks viewers which version of the aging process seems more accurate.