Murder, corruption, and the mob: How a Chicago mafia lawyer became an undercover informant – Everything Law and Order Blog

Murder, corruption, and the mob: How a Chicago mafia lawyer became an undercover informant

This Week on True Crime Daily The Podcast: A former lawyer for the Chicago mob who bribed judges and helped killers walk free goes undercover with the FBI to expose the city’s corruption.

Jake Halpern, a Pulitzer Prize-winning journalist and host of the podcast “Deep Cover,” joins host Ana Garcia.

Check Out “Deep Cover” here: https://www.pushkin.fm/podcasts/deep-cover-mob-land
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Ana Garcia
https://www.instagram.com/anagnews/
http://www.anagarciatv.com/

Jake Halpern
https://www.jakehalpern.com/
https://twitter.com/JakeHalpern

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28 thoughts on “Murder, corruption, and the mob: How a Chicago mafia lawyer became an undercover informant”
  1. I think possibly Bob lost so much money to the mob bookmakers his legal services were essentially free. Animosity grew and he came to hate himself. Also, he bet on the Cubs for a decade. That much heartache can drive a man crazy.

  2. So,.. my husband’s uncle was the treasurer of the state of Illinois at one time. His brother is a union lawyer. And, well, uhm, he would tell me these stories, and I, being a black girl from Cleveland, thought that he was just trying to impress me with, what I thought to be, mob bs,..fast forward to us being married, mind you I’m a black girl that’s a flight attendant, I’m home 2-3 days a week. One day someone left a book on a plane and I of course read the book, to my utter shock my husband’s family was in the book. Let me also say that my husband was briefly a LEO. The wee little bit that I know, that I’ve seen decades after their heyday, is a miniseries. Suffice it to say, that chokehold has not been relinquished.
    Also, my husband is a good old Irish Catholic and his Godfather was allegedly Bob.

  3. I’m from Maquoketa Iowa, nothing ever happens in this small down. However someone slaughtered a family while camping there last week, a loved mother, father, daughter lost their life and now a 9 year old boy is orphaned after watching it. (Huge fan, I listen to you all day while I work!!!)

  4. I don't understand, and really can't believe that this interview said absolutely nothing about the true hero witness in the Aleman killing of Billy Logan. The man who agreed to testify against Aleman, because Aleman shot his friend Logan right in front of him. A law abiding man, an electrician, with a big family, who was made to look like a liar and a fool when he testified in court, by the corrupted bribed judge that Cooley had bribed, who completely ignored Bobby's very courageous testimony, and found Aleman not guilty.
    His name is Bobby Lowe. He and his family's lives were ruined for about 20 years or more. The Chicago police dept., in an attempt to protect Bobby and his large family, had to ship Bobby and his wife, and many children all over the suburbs to one motel room after another, with no help from the FBI apparently. Bobby didn't have enough money not being able to work in his trade, and had to work as a cashier on the graveyard shift at all night gas stations. He eventually started to take illegal drugs, and then began stealing from his employers, and wound up in prison himself.
    After 20 or more years, Bobby had straightened himself out, reconciled with his wife and began working in his trade again, and had a house for him and his family to live in. Then guess what? The authorities called on Bobby again to testify against Aleman again, and he told them to "go F yourselves" and who could blame him. But then some moron from the Outfit called Bobby to threaten him to not testify against Aleman, so Bobby told the police that he would testify again, and this time Aleman was convicted.
    Bobby Lowe did this for the love of his friend Billy Logan, who could no longer do anything for Bobby, because he was dead. By the way, the reason this filthbag Aleman killed Billy Logan was not for business but for personal bullshit. Aleman's cousin was Logans ex-wife, and they'd had a nasty divorce and custody battle and she asked her "cousin Harry" to kill her ex-husband.
    So Cooley was not the hero in this case, testifying against Aleman. If he hadn't been corrupt himself and hadn't bribed the judge, Bobby Lowes testimony would've put Aleman away the first time. Someone should do a podcast about Bobby Lowe, a common working law abiding man who had the decency and courage to "do the right thing" and got shit on for it.
    I'm glad that justice was served 20 some years later for Bobby Lowe, but that was 20 years too late, as far as I'm concerned.

  5. Lawyers were always considered outfit guys. Outsiders tend to get the mafia and the Chicago outfit confused. Chicago doesn’t have made guys with ceremonies, and if they do now, it was from some third generation group that started doing some corny stuff. The mafia and the outfit run concurrently until around the mid 30s. It wasn’t the outfit back then it was Capone’s beer gang. There were about eight other beer gangs. If you worked with Capone whether you were just a mechanic or a bodyguard or a politician or a lawyer or a brewer or a driver you worked for Capone’s outfit. The term “outfit” being a generic name for everybody’s gangs that was basically coined by Capone. So with my long answer… yes lawyers are outfit guys but they are not members of the mafia. Mob is also a generic term for the outfit.

  6. Omg that was a good story to hear!! A lot of different psychological issues with many different things!! But ANA!!!!! Omg you couldn’t make my heart pound more telling that story of you going to meet up with a retired hit man….ALONE!!!!!!!!! Holy cow!! You were already my hero but damn you just went up to EPIC proportions of heroic!! But shame on your boss for being like ok have fun! I mean damn he’s like don’t do anything I wouldn’t do!! Wonder if that would be allowed in today’s world….but that’s why you’re where you are!! You went to the whole other level of journalism!! You’re truly EPIC!! Hehe

  7. When I was doing criminal defense work people would ask me how I could defend some very bad people. I would respond that I don't do civil work I only defend criminals because I have a better class of clientele.

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