The Outfit

The Outfit

Welcome to The Outfit — where each week, a fascinating (and often hilarious) Mafia story reveals something deeper about the way our society works. Hosted by Alana Hope Levinson and Dan O'Sullivan. From Higher Ground and Headgum

Episodes

August 21, 2025 62 mins

Dan and Alana revisit the story of Ken Eto, nicknamed “Tokyo Joe,” whose experience of racist persecution and American internment camps set him up for a life lived in the margins — and high up inside the Chicago Outfit. That is, before a fabulous FBI agent with a gun in her Gucci derails his underworld climb.


Sources:

Read Dan’s *award winning* Chicago Magazine story on Ken Eto here!


Watch the episode on YouTube ...

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On this, the day of the very first episode of The Outfit, Dan and Alana revisit one of the most famous mobsters to ever live: Al Capone. Plus, they look at how the mafia has shaped American life in surprising ways — and how it helps explain the world we live in today.

Sources:

Gus Russo, "The Outfit

Nelson Algren, “Chicago: City on the Make”  

John Binder, “Al Capone’s Beer Wars” 

William and John B...

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Welcome to The Outfit premiering August 14th. Each week, a fascinating (and often hilarious) Mafia story reveals something deeper about the way our society works. Hosted by Alana Hope Levinson and Dan O'Sullivan. Produced by Higher Ground and Headgum.

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