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Daniel O'Leary was a officer of the Philadelphia Police Department in the 1980's and 1990's. O'Leary arrested known stick-up man Pete Doyle in 1985. After Pete's release in 1997, O'Leary murdered Pete after a botched attempt to trick Pete into robbing an armored car for him.
O'Leary, who patrolled North Philly in the 1980's, had a reputation as an aggressive officer, giving suspects a "tour of the city", which involved driving them out to the river, and beating them with his nightstick.
O'Leary also harbored a resentment for Pete Doyle, often seeing him flashing stolen money. O'Leary finally arrested Pete in 1985 just after robbing a check-cashing store in North Kensington, when O'Leary caught him with the money and a .38 Smith and Wesson.
Pete was given a twenty year sentence, serving twelve before being released for good behavior. O'Leary wasted little time in following Pete and harassing him at his job at a bar. O'Leary goaded Pete in front of his son, Petey Jr., but the elder Pete didn't rise to it. O'Leary tried to get Robbery to investigate Pete, but they had no reason to.
O'Leary followed Pete to an Alcoholics Anonymous meeting, where he saw Pete with his old partner, Tommy Connell, wearing a .38. Though O'Leary was eager to lock up Pete again, he wanted him on a felony, rather than a gun charge, and kept watching.

