Richard Cain was also a top, top informant for William Roemer, who was the FBI's chief mob man in Chicago, and Cain was one of Roemer's best friends.
Cain's Background:
Cain was well known in the Chicago PD as Sam Giancana's bagman, the guy who distributed the payoffs inside a corrupt department. As an investigator, while working the vice detail he was in an excellent position to enforce mob control over vice. If he learned of a non-mob sponsored gambling site or whorehouse, he would come down hard on them. Of course he would occasionally have to raid a mob site as well, but those were always staged.
JFK, RFK, the CIA, and Cuba according to Cain's brother, who is 17-years younger, there is not a single bit of credible evidence to implicate Richard Cain to the JFK assassination. In 1959-1960, Richard Cain is in Cuba and in contact with Sam Giancana and the CIA station chief in Chicago at the same time. In about 1962, Giancana, the CIA and Cuba would blend together to plot Castro's murder. The standard story is that an Ex-FBI agent Robert Maheu put the Kill Castro plot together. The CIA never considered Cain trustworthy and all of his contacts were local. Maheu was known by a number of senior guys at Langley and considered to be someone they could trust to manage a cutout scheme that they (CIA) could successfully deny knowledge of.
According to Sam Giancana, the man who fired the shots from the sixth floor of the Book Depository was not Oswald, but Richard Cain, a Chicago-based ex-police officer and close associate of the mob boss. There were two other gunmen on the scene, according to Giancana. One was Dallas Police Officer J.D. Tippit, who has been identified by some researchers as the “Badgeman” the elusive, phantom figure in police uniform seen behind the picket fence just as the shooting commenced, and recorded on a photograph by Mary Moorman. After the assassination, Tippit’s job was to follow Oswald and kill him, so as to silence the so-called “master” suspect. For some reason, the police officer backed off on this assignment and was himself killed by another CIA assassin, also operating as a Dallas police officer called Roscoe Anthony White. Although Oswald was accused of carrying out the murder of Officer Tippit, it is also thought that at least two gunmen were involved, using two different handguns to murder the officer. Sam Giancana finished his long, rambling story to his brother by saying, “On November 22, 1963, the US had a coup; it's that simple. The government of this country was overthrown by a handful of guys who did their jobs damned well.”