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Bob Cooley and the Deadliest Man Alive

Bob Cooley and the Deadliest Man Alive

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 In this special short episode of Gangland Wire, Gary Jenkins presents a wild and largely forgotten chapter from Bob Cooley’s life—the former Chicago Outfit fixer, gambler, and lawyer whose career straddled the worlds of organized crime, corruption, and courtroom drama. Fresh off a long-form interview with Cooley, Gary pulls out a standalone story that feels almost too strange to be true: Cooley’s first real legal case, involving the infamous Chicago martial arts cult figure Count Dante, self-proclaimed “Deadliest Man Alive.” The episode revisits 1970s Chicago, when Count Dante ran multiple dojos across the city and cultivated a fearsome public image. A rivalry with a competing martial arts school—the Green Dragon Dojo—boiled over into violence when Dante and his followers stormed the school armed with medieval-style weapons. The confrontation ended with one man dead, and Dante charged with murder. At the time, Bob Cooley wasn’t even officially a lawyer yet—he had just taken the bar exam and was still working as a Chicago police officer. Despite that, Count Dante tracked him down, hired him on the spot, and insisted Cooley would be his attorney. What followed was a surreal two-year relationship involving Chicago nightlife, the Playboy Club and Mansion, mob figures, bar fights, and mounting public attention. When the case finally went to trial, the courtroom devolved into chaos as rival martial artists from both sides reenacted the violence with shouting, threats, and theatrical testimony. The judge, fed up with the spectacle, dismissed the case outright—instantly launching Bob Cooley’s reputation as a lawyer who had “beaten” a murder charge. Get Bob Cooley’s book When Corruption Was King. Hit me up on Venmo for a cup of coffee or a shot and a beer @ganglandwire Click here to “buy me a cup of coffee” Subscribe to the website for weekly notifications about updates and other Mob information. To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here To rent ‘Brothers against Brothers’ or ‘Gangland Wire,’ the documentaries click here. To purchase one of my books, click here. [0:00] Hey guys, this is a little shorty, uh, part of the long interview I did with Bob Cooley, former Chicago outfit, mob fixer, lawyer, uh, general man about town gambler been in, uh, not in witness protection, but he has been off the radar for several years and in hiding. He recently came back and he got hold of me and he wanted to come on the podcast. And you know, I’ve done one story about him, part of his story. This is another part of his story that’s kind of separate from everything else. It’s about a guy by the name of Count Dante. Now, he was kind of well-known in Chicago at the time back in the 70s. You’ll see some images of him in the show. He liked Bob. He got hold of Bob, and he wanted him to defend him. And Bob wasn’t even out of law school yet, but he wanted him to defend him. He had got in an argument with something called the Green Dragon Dojo. He had a dojo, and he had a whole bunch of dojos around town. [1:04] And he was pretty successful, but he built himself as a deadliest man alive. And this other dojo, they said something bad about him or something. I don’t know exactly how it started. So he took a crew of his and went over to the Green Dragon Dojo and kicked in the front door and went in. they had a big battle and they had maces and spears and, and a huge big fight. And somebody ends up getting killed in this fight. So they charged the count with murder and end up going to trial. Uh, Bob’s got, he’ll talk a little bit about it and, and, and his relationship with the count. They became good friends and he did a lot of stuff with the count over two years. It’s, uh, he didn’t say a lot, but, uh, enough to let you know that he and the count were, were pals for a while. In the end, Bob defends him. He’s just out of law school. It was first case, really first client, I think maybe. And they go to trial and, and both the prosecution puts on all their. [2:03] Prosecution witnesses, which are people of this Green Dragon dojo. And then Bob puts on the count and some of his people. And by the time they get done screaming and yelling and almost replaying this whole fight in the courtroom, the judge is so fed up with the whole thing that he just dismisses the whole case. And of course, when the count, he goes around telling everybody how Bob Cooley helped him beat a murder case. And from then on, you know, that’s the start of his reputation as a lawyer so it’s a it’s a hell of a story i’ll tell you that right now it’s a it’s a heck of a story so i’m in the police station now i’m in in fact after that that’s when i got involved out there with all the mobsters and the rest of them in the 18th district when i wasn’t able to work i was i was working undercover out there with them because it was something ...
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