Wilhelm Loeser and Harold Bernard Cassidy: The two underworld plastic surgeons who performed plastic surgery on Dillinger. By late May 1934, Dillinger’s reputation – and his recognizable mug – was beginning to catch up to him. He’d been shot in the leg during a shootout with agents from the FBI in late March, and had only narrowly escaped an ambush by G-Men at a resort in Wisconsin a month later. Dillinger was desperate to change his appearance, and paid $5,000 for the operation. Loeser and Cassidy gave the gangster a rudimentary facelift, removed several moles and scars, filled in his famous cleft chin, and used chemicals to burn off his fingerprints. The procedure proved excruciating, and Dillinger was unsatisfied with the results. Upon looking in the mirror, he supposedly exclaimed, “Hell, I don’t look any different than I did.”
Louis Piquett: John Dillinger’s lawyer at Crown Point. Piquett (pronounced “pick it”) never went to law school. He passed the bar on his fourth attempt, receiving his license to practice in 1920. He also snuck in a wooded pistol to Dillinger. 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 members, through multiple lockdown points, by holding all the guards at gunpoint.
Robbed a bank: This is the first thing Dillinger did when he was released from prison. After serving eight years of his ten-year sentence, Dillinger couldn’t hold back from his gangster ways. Shortly after he robbed the bank, he was captured and was imprisoned once again.
Anna Sage: A Romanian immigrant (facing deportation) who set up John Dillinger’s capture. Sage struck a deal with the FBI and agreed to help them capture Dillinger. She hoped that by cooperating with the law, she could get the deportation charges against her dropped. On July 22, 1934, she and Dillinger traveled to the Biograph Theater to see Clark Gable and William Powell in the movie Manhattan Melodrama. Since Dillinger had undergone plastic surgery, FBI agents weren’t sure they would be able to recognize him, and needed Sage to be with him when the left so he could be identified. Sage was wearing an orange dress (which under the lights looked red, earning her the moniker, the “Lady in Red”). When FBI agents approached Dillinger from behind, he spotted them and began to run as he reached into his pocket to retrieve his gun. The agent’s opened fire, killing Dillinger. Sage received $5,000 of the Dillinger reward money, but Hoover reneged on his help with the immigration authorities, and she was deported to Romania.
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