Deadshot is one of the eight assassins hired by the Joker, under the guise of Black Mask, to kill Batman. He initially attempted to kill Batman with a sniper round. He eventually tried to finish Batman off by shooting off a crane cable holding a cargo container up with the intention of having Batman crushed under it, although the vigilante managed to escape into the night. His attempt to kill Batman later involved shooting down a police helicopter on Christmas Eve, in order to get his attention. In the process, he also killed a cop who aimed a gun at Batman by ricocheting the shot off of him and onto the helicopter.
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