Show notes
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.”
Who James Ragen was: a major player in distributing horse racing results nationwide
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 claimed that Ragen gave information about mob domination in Chicago to the U.S. Attorney General Tom Clark, and that resulted in his murder.
The broad daylight attack: a fruit truck pulls alongside, and a machine gun ambush erupts at a stoplight, and 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 deep the Outfit's influence ran in city systems and politics.
Memorable Moments
Ragen/Reagan’s fatalistic line (as told by Pearson): “If they want you, they’re gonna get you.”
The bizarre mercury detail and Gary asking listeners if they’ve ever heard anything like it
Why This Story Matters
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.
Gary invites listeners to share any other “old but gold” Chicago Outfit stories or clippings worth covering in future bonus episodes—and reminds everyone to check out his books and films (search Gary Jenkins on Amazon or visit his website).
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Transcript
James Ragen race wire story
Speaker: [
Speaker: I think sometimes you know, I've got this True Crime podcast and we focus on the mob and I haven't. Been to Chicago for a little bit, it seemed like. And I was, I was looking through some stuff from the Chicago outfit Facebook page, and there's a newspaper clip on the, the, the group that has newspaper clips on it that had an article by a man named Drew Pearson.
Speaker: Now, drew Pearson was a real famous columnist back in the forties and fifties, and the title of it is A Songbird Who, mur, who Sang, murdered. Now he starts off talking about the singing of Joe Vce. I guess he, he wrote this article about the time Joe Vce had all the newspapers, Andre, and talked about the New York mob.
Speaker: But he had [
Speaker: Reagan, before he died, had told him many things in, in 1946 four years before the Koff Commission and just before he got killed. Reagan told Drew Pearson about the Chicago Mob rule and gave him permission to take it to the Attorney General of the United States, Tom Clark. Now, Tom Clark is the same guy who [
Speaker: The four Chicago outfit bosses who were given tenure prison sentences for the Hollywood scandal for, for trying to extort money from Hollywood unions and Hollywood film companies. Now this story that he told was about hotels and taverns and nightclubs and restaurants, and he said they're all dominated by the mob in Chicago.
Speaker: He said to hire a bartender, to buy ice cubes or to launder. Roller towels. Those are the old towels that you used to pull down in the bathrooms. I don't think they have 'em anymore.
Speaker: And they take those towels out and send them off and they'd launder 'em and give you a freshman to buy any beer. To replenish your alcohol supply in a bar, you had to do business with the mob. The mob ruled a very large part of Chicago. He took this story back to Attorney General Clark, who authorized a dozen or so FBI men to check on Reagan's facts.
Speaker: Couple weeks later, they reported back and he said, this is all [
Speaker: Some of them had reformed, but they still controlled the mob. They, which means that they maybe didn't go out and do mob stuff anymore, but they still were, had some control in the mob. In some respects, Reagan's information was much more important than that at Joe Bachi, especially when it came to Chicago.
Speaker: Achi didn't know anything about Chicago, didn't talk about Chicago, but the Justice Department in Washington had no jurisdiction at the time, which is kind of interesting. They had to pass a lot of special laws in order to bring the feds in or catch these guys on a, some kind of a interstate. Violation [
Speaker: There's a lot of things they could do. Transportation, women across state lines for immoral purposes. They could use the interstate transportation of stolen autos. There was all kinds of stuff they could use, but, but they wouldn't use it. Claim the state's rights city of Chicago and state of Illinois responsible, not the FBI or the Justice Department now, ain't, that's something they claim they had no responsibility for all this crime going on in Chicago.
Speaker: Lot different than it is today. The feds are trying to, to send the national Guard in and, and all the new federal police, a newly hired federal police , into Chicago to. Clean up Chicago. So back then they didn't want anything to do with Chicago. Called drew Pearson back a little later, shortly after, and there was a leaky place up there in Washington.
Speaker: He said the mob. Was wise to him. They were out to get him and he asked for FBI protection, the FBI did give him a bodyguard for a short period of time. But you know, it, that didn't last. And Reagan [
Speaker: And there's a huge amount of gambling in all the different cities that was ran by the mob. And the results came over this continental racing wire. Immediately you could have a race in, in upstate in Saratoga. And when that, that race was done, the results were sent back to Chicago and Kansas City and Baltimore, and, and Cleveland and all those states.
Speaker: And he was involved with a mob associate named Mo Annenberg and distributing this news to RS all over the country. He actually had some minor altercations with this Mo Annenberg, who was definitely a mob associate when Annenberg wanted to increase the race wire tolls to some certain publications that that weren't kicking back to the mob.
Speaker: He wanted almost, he wanted to almost triple him from $200 a week to $500 a week. And his troubles really began because [
Speaker: A couple of names he said, Jaime Levin and greasy th. And greasy thumb, Jake Guzzi directed that battle to take over the race wire. The former Illinois State Senator involved Pat Burns. He was working for the mob acquired property over over, over the tracks where men with binoculars could flash the odds and the race results to offices, which then in turn sent 'em out over the wire to bookmakers all over the country.
Speaker: And Reagan's continental wire was already doing the same thing. And the take on this was fabulous for the mob and the mob demanded Reagan move over and let them have it all. You know, the mob, you just don't, if they wanna move in,...

