![]() With his “black Irish” dark hair and skin, he resembled someone from southern Europe. Malone, whose parents came over from Ireland, grew up in New Jersey and meshed well with its European immigrants, eventually learning to speak Gaelic, Italian, Yiddish and Greek. Michael Malone had all the makings of an undercover agent who would successfully infiltrate Al Capone’s Chicago gang for nearly two years. In the late 1920s, he infiltrated Al Capone’s Chicago Outfit and helped convict the crime boss of tax evasion. Michael Malone Mike Malone worked undercover for the Treasury Department’s Intelligence Unit. Perhaps because of the gravity of the investigations, and the financial resources required, all of these undercover officers worked for agencies of the U.S. This list leaves out many other famous undercover officers, whom we would like to recognize in the future. What follows here is a list of five remarkable individuals whose undercover operations, despite real dangers, resulted in the convictions of leaders and associates of organized crime, over almost a century. It requires an unusual kind of person, able to work under stress, stay focused, pull off the character he or she is playing and be prepared to tell many lies. A trained officer knows how to strategize, win the confidence of their targets and get them to reveal what’s needed to build a case to take to trial. But the rewards can be huge, with wire recordings and eyewitness testimony that can result in arrests and convictions. In law enforcement, working as an undercover officer carries the high risk of discovery by criminal suspects, leading to violence, torture and death. Courtesy of the Federal Bureau of Investigation. Using the name Donnie Brasco, he infiltrated the New York Mafia and helped produce 200 indictments. Joe Pistone is one of the FBI’s most celebrated undercover agents.
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