A legendary Irish-American crime boss and FBI informant. The Winter Hill Gang mobster was indicted for nineteen murders and helped provide information about the inner workings of the Patriarca crime family. He lived for a surprisingly long time in prison, despite being known as one of history's biggest snitches. He was killed in October of 2018 while in custody in Florida.

While Bulger is a despicable human who ended up spilling the secrets of his criminal associates, Tekashi is as stupid as Bulger was nefarious. As TMZ recounts, "Tekashi testified extensively about his hit song, 'Gummo,' and how the August 2017 music video shoot introduced him to many of the Nine Trey members. For instance, he says he first met Seqo Billy and told him he wanted to do a music vid with authentic gang members. Tekashi says on the day of the shoot, he bought 3 dozen red bandannas for them to wear on camera." Because crime is very cool and fashionable to Tekashi, until everyone gets arrested.