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Gangland Wire

James Ragen Chicago Race Wire Story

Gangland Wire

Gary Jenkins

Documentary, Society & Culture, True Crime, History

4.6 • 647 Ratings

🗓️ 19 December 2025

⏱️ 12 minutes

🧾️ Download transcript

Summary

Retired Kansas City, Missouri, Police Intelligence Unit Detective Gary Jenkins tells the story of the unsolved murder of James Ragen.

Gary Jenkins digs into an old-school Chicago Outfit story pulled from a vintage newspaper clip by legendary columnist Drew Pearson. The article centers on James M. Ragen, a key figure in the Continental Press and Racing Wire, and what happened when the Outfit decided it wanted total control of the race wire business.
This is a gritty snapshot of how Chicago’s underworld allegedly dominated legitimate businesses in the 1940s—bars, taverns, suppliers, and especially gambling infrastructure—then used violence and influence to keep it that way.
Gary returned to Chicago Outfit history after spotting an old Drew Pearson column: “A Songbird Who Sang, Murdered”
He tells how race wire services powered mob-controlled bookmaking across U.S. cities The Outfit’s push to muscle in with a competing racing wire—and the warning: don’t compete with Chicago Mob-linked figure Mo Annenberg and the money behind race wire “tolls” and kickbacks.

Outfit names mentioned in the takeover fight, including “Greasy Thumb” Jake Guzik and others from the era Pearson’s claim that Ragen gave information about mob domination in Chicago to the U.S. Attorney General Tom Clark The broad daylight attack: a fruit truck pulls alongside, and a machine gun ambush erupts at a stoplight nd James Ragen goes down in a hail of .45 bullets. The “stranger-than-fiction” twist: Ragen later dies, and an autopsy allegedly finds a tube of mercury in his stomach

Why the case remained murky: the coroner allegedly refused to pin it cleanly as murder (per Pearson’s reporting) Gary frames it as a reminder of how profound Outfit influence ran in city systems and politics.

This bonus episode connects the dots between information networks (race results), organized gambling, and the Outfit’s approach to business: control the pipeline, control the profit—and crush anyone who won’t move aside.   

Visit The Chicago Outfit-Old and Current news and articles Facebook Group for many other stories like this.  
Gary reminds everyone to check out his books and films (search Gary Jenkins on Amazon or visit his website). www.ganglandwire.com

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Subscribe to Gangland Wire wherever you get your podcasts, and join us each week as we uncover the stories buried beneath the headlines—and the bodies.
Listen now on Apple Podcasts, Spotify, YouTube, or your favorite podcast app.

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To go to the store or make a donation click here.  
To rent Ballot Theft: Burglary, Murder, Coverup, click here
To rent Brothers against Brothers, click here.
To rent Gangland Wire, click here.

Transcript

Click on a timestamp to play from that location

0:00.0

Well, hey, all you wiretappers. Good to be back here in the studio, Gangland Wire. This is Gary Jenkins,

0:04.5

retired Kansas City, Missouri police detective, formerly of the intelligence unit. I spent 14 years

0:10.3

there investigating organized crime in Kansas City. Best 14 years of my life, I think, sometimes.

0:15.1

You know, I've got this true crime podcast, and we focus on the mob, and I haven't been to Chicago

0:19.7

for a little bit, it seemed like.

0:21.3

And I was looking through some stuff from the Chicago outfit Facebook page.

0:27.9

And there's a newspaper clip on the group that has newspaper clips on it that had an article

0:34.7

by a man named Drew Pearson. Now, Drew Pearson was a real famous columnist back in the 40s and 50s.

0:40.3

And the title of it is a songbird who sang murdered.

0:45.3

Now, he starts off talking about the singing of Joe Velocchi.

0:50.3

I guess he wrote this article about the time Joe Volachi hit all the newspapers and talked about the New York mob.

0:59.2

But he had a guy who talked about the Chicago outfit.

1:04.3

He said that he felt responsible for the death of this informant out of Chicago.

1:11.2

So he dropped in, he said he dropped into the morgue of Chicago's American newspaper

1:16.2

to refresh his memory just about this guy and what he said.

1:21.6

This guy was a man named James M. Reagan, who was ahead of the Continental Press and Racing Wire.

1:29.9

He was machine gunned down from a fruit truck. And August 14, 1946, Reagan, before he died, had told him many things in 1946,

1:41.6

four years before the Keefebuffer Commission, and just before he got killed, Reagan told

1:48.5

Drew Pearson about the Chicago mob rule and gave him permission to take it to the Attorney

1:54.2

General of the United States, Tom Clark. Now, Tom Clark is the same guy who commuted the

2:00.5

sentences of the four Chicago outfit bosses who were given

2:06.2

tenure prison sentences for the Hollywood scandal for trying to extort money from Hollywood

...

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