[1] In August 1937, Tronolone and DiCarlo were arrested after allegedly assaulting Roman "Whitey" Kroll, who claimed to have been beaten by the two gangsters for refusing to pay protection money on his bookmaking operation.
[1] In 1944, law enforcement began a crackdown on DiCarlo's gambling operations, conducting numerous raids on a betting parlor on Niagara Street.
[5] Following his their release from prison in 1946, Tronolone, DiCarlo and other members of their gang relocated to Youngstown, Ohio, where their faction was absorbed into the Cleveland crime family.
[1][2] Under the supervision of Cleveland family capodecina James "Jack White" Licavoli, the DiCarlo gang took control of bookmaking and gambling operations in Youngstown.
[2][6] He continued gambling and bookmaking racketeering in South Florida in close association with two other Cleveland mobsters, Sam DiCarlo and John "King" Angersola, and Detroit gangster Joseph Massei.
[2] Tronolone was a regular guest at Joseph Sonken's Gold Coast Restaurant in Hollywood, Florida, which was frequented by other mobsters such as Vincent "Jimmy Blue Eyes" Alo, Meyer Lansky, Anthony "Tony Jack" Giacalone and Hyman "Pittsburgh Hymie" Martin, as well as entertainers including Cary Grant, Audrey Meadows, Frank Sinatra and Sammy Davis Jr., and the boxer Rocky Marciano.
Since Cleveland was not a Commission member, their interests were served by front boss Anthony "Fat Tony" Salerno from the Genovese family.
[10] The Commission, upset with Bruno's unsanctioned murder, issued a death edict for Philadelphia gangster John "Johnny Keys" Simone.
[2] Acting on the instructions of Broward County deputy Lt. Dave Green, Bale told Koran that he had a new partner, "Jack Roper", a purported outlaw biker and gun shop owner, who would repay the debt.
On January 29, 1989, Green, while undercover as Roper, accompanied Bale during a meeting with Tronolone in the parking lot of the Gulfstream Diner in Hallandale Beach.
[8] On February 9, 1989, Tronolone met Green, who was disguised as a member of the Outlaws Motorcycle Club, in the same parking lot and was arrested after he personally accepted a bag containing $77,000 worth of diamonds, rubies and gold which had been provided by the Federal Bureau of Investigation (FBI).
[2][6] Before he could start his nine-year state prison sentence, Tronolone died of complications from a heart condition at a hospital in Miami Beach on May 29, 1991, at the age of 80.