You might have expected Dillinger to rank higher, but this list’s entries are ranked according to the quality of nefariousness, not fame. Dillinger considered murder very inconvenient and tried not to hurt anyone. All he wanted was to steal the government’s money. He once shouted in a crowded bank, “Stay calm, ladies and gentlemen! We’re here for the government’s money, not yours! The government steals from you, so we steal from them.”During the Great Depression, this is precisely how much of the American public felt, and Dillinger was very smart for a criminal. He played the part of Robin Hood to be that much harder to catch, and it worked. Many poor, downtrodden citizens championed this handsome man with the gall to take on what Dillinger called, “the greatest collection of rip-off artists” of all time.Nevertheless, Dillinger stole for himself. He was greedy and wanted more, and no amount would ever have sufficed. He had a $10,000 bounty put on his capture, which, during the Depression, was almost enough money to set someone for life. He escaped from prison twice. The most amazing of these break-outs was from the Lake County Jail in Crown Point, Indiana, where his attorney sneaked a wooden pistol to his cell. Dillinger painted it black with shoe polish, and duped a guard into believing it was real. The guard let him out, whereupon he stole real weapons and escaped with four of his gang through multiple lockdown points, by holding all the guards at gunpoint.During his spree, from June 1933 to July 1934, his gang killed 13 lawmen, including both police and FBI agents. Dillinger’s involvement in these murders has never been reliably proven, but it is probable that he killed east Chicago policeman William O’Malley during a robbery of the First National Bank. From here on, J. Edgar Hoover wanted him dead, not alive. His death is well-known. He was leaving the Biograph Theater, 2433 N. Lincoln Avenue, Chicago, IL, on the night of July 22nd, 1934, with prostitute Ana Cumpanas, the so-called “woman in red”. She was dressed in an orange dress, but the lights cast a red hue over her as she walked out with him. FBI agent Melvin Purvis lit a cigar. Dillinger saw him, noted several other agents closing in and attempted to draw a pistol while running into an alley. He was shot three times, the fatal bullet passing through his brain from behind and exiting under his right eye.