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Gangland Wire

Charles Crimaldi – Outfit Hitman Part 1

Gangland Wire

Gary Jenkins: Mafia Detective

True Crime, Documentary, Society & Culture, History

4.6623 Ratings

🗓️ 5 July 2021

⏱️ 13 minutes

🧾️ Download transcript

Summary

Charles “Chuckie” Crimaldi – Portrait of a Hitman Chicago mob hitman Charles Crimaldi once explained his job this way: ”I’ve broken arms, and I’ve broken legs, and I’ve watched a man die with a knife in his throat. But most of them had it coming, so what’s the difference? I have no regrets.” This series of shows is taken from a 1973 Chicago Tribune series by reporter Robert Wiedrich. He titled this “Portrait of a Hitman.” This well-known mob reporter obtained a series of interviews with Crimaldi in a series of secret locations. We learn how Crimaldi had turned on his Outfit boss “Mad Sam” DeStefano because he had ordered him murdered. The reason for this was because Mad Sam had gone to prison and his wife, Anita, was going to close out the books on his loan sharking business. Crimaldi had expected to take over this business and was disappointed. Crimaldi claimed that Mad Sam did not want his books closed and his wife told her husband that Crimaldi quit the business and this caused his debtors to stop paying. Shortly after that, a man tried to run Chuckie Crimaldi off the road and Crimaldi viciously beat him and told him to take a message back to Mad Sam that he better send someone better than this to do this job. An enraged Mad Sam sent two others to murder Crimaldi and he was able to avoid them. Sam DeStefano and the Leo Foreman Murder The main thing that Crimaldi had on DeStefano was the murder of a gambler named Leo Foreman. He testified that Mad Sam DeStefano personally participated with Tony Spilotro in this murder. Crimaldi will help the government with several other Chicago outfit investigations before he is relocated to Texas. The Death of Charles Crimaldi After 40 years in hiding, Crimaldi died in 2020. He was living in Austin Texas and was using the name of Chuck Cazzola. He owned a plumbing company and brought a little of Chicago with him by starting a Chicago-style Italian beef stand in the Texas capital. In 1976, he co-wrote the book, Crimaldi, Contract Killer with journalist John Kidner. This book has gone on the rare book list with copies going for $150.00 and more. Show notes by Gary Jenkins To go to the store or make a donation click here To rent Brothers against Brothers, the documentary, click here.  To rent Gangland Wire, the documentary, click here To subscribe on iTunes click here, please give me a review and help others find the podcast.

Transcript

Click on a timestamp to play from that location

0:00.0

You are listening to Gangland Wire, hosted by former Kansas City Police Intelligence Unit Detective, Gary Jenkins.

0:18.5

Welcome all you wiretappers out there. This is going to be one of a multi-part series called Portrait of a Hitman.

0:27.4

In 1973, Chicago Tribune writer Bob Wedrich published a series of articles titled Portrait of a Hitman.

0:35.7

In this series, he used the transcripts of his interview with a

0:38.8

Chicago outfit hitman, legbreaker, and thief named Charles Chuck Cromaldi. Now, Charles

0:45.6

Chucky Cromaldi was born September the 6th, 1933 in the Italian section around Taylor and Carpenter

0:52.1

streets. This was a neighborhood of two-story,

0:55.0

three-story brick townhouses. Some of them had storefront businesses down the lower level

1:00.2

with apartments up above. All around the intersection, there were coffee shops and restaurants

1:05.5

and dry cleaners and different kinds of businesses that the neighborhood people would use.

1:09.9

There was a Survivor's Social Club at Taylor and Racine.

1:13.6

So this was like an old line Italian neighborhood.

1:17.3

Everybody attended the neighborhood Catholic Church.

1:20.1

They all went to the same school.

1:22.4

Chuckie grew up right in the middle of it.

1:24.9

Chuckie was sent to prison at age 19 or 20 after a series of different small-time robberies

1:31.2

and burglars.

1:31.8

I think his last crime when he actually was sentenced to prison was a gas station burglary.

1:38.0

This was in 1952.

1:39.6

He would have been about, what, 20 years old?

1:42.8

While in prison, he became a plumber. But a more interesting thing

1:46.4

happened to him in prison. A couple of more interesting things happened to him in prison,

...

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