PodcastsHistoryThe Outfit

The Outfit

Headgum
The Outfit
Latest episode

21 episodes

  • The Outfit

    Al Capone All-American: Torrio vs Colosimo

    1/15/2026 | 52 mins.
    In this, the second episode of Outfit’s limited series "Al Capone All-American," Dan and Alana learn how the young Scarface, now on the cusp of adulthood, found himself drifting westward toward the city of destiny: Chicago. Under the influence of two underworld mentors with competing philosophies, who will Al Capone align himself with as Prohibition rears its head?

    Sources
    Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/)
    Al Capone: His Life, Legacy, and Legend by Deirdre Bair
    Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder
    The Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo
    Gangland Chicago: Criminality and Lawlessness in the Windy City by Richard C. Lindberg
    Prohibition Gangsters: The Rise and Fall of a Bad Generation by Marc Mappen
    The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter
    Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg
    Young Al Capone: The Untold Story of Scarface in New York, 1899-1925 by William and John Balsamo
    Capone: The Life and World of Al Capone by John Kobler
    Capone: The Man and the Era by Laurence Bergreen
    Newspapers including The Brooklyn Daily Times, The New York Daily News, The New York Times, The New York Herald, The Chicago Daily News, The Chicago Tribune, Chicago Record-Herald, The Chicago Sun-Times.
    ---
    The Outfit is a production of Higher Ground and Headgum.
    Hosted by Dan O’Sullivan and Alana Hope Levinson
    Executive Produced by Dan O’Sullivan and Alana Hope Levinson
    Produced by Julia Murray
    Production Assistance by Franchesca Diaz and CJ Archerd
    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen
    Show theme is Bittersweet Defeat by OTE

    Like the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.
    Follow Headgum on Twitter, Instagram, and Tiktok.
    Advertise on The Outfit via Gumball.fm
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • The Outfit

    Al Capone All-American: Young Capone & Frankie Yale

    1/08/2026 | 59 mins.
    Before he was Al Capone — the Scarface of popular myth — he was Alphonse Capone. In this inaugural episode of The Outfit’s first ever limited series, Dan and Alana take a trip back in time to dissect the man that made the man. Where a Brooklyn-born child of immigrants, under the tutelage of one very sinister Coney Island mentor, began his journey from a lowly shoeshiner to dominating the Jazz Age so thoroughly that he still remains synonymous with organized crime today.

    Sources:
    Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/)
    The Mammoth Book of Journalism by Jon E. Lewis
    Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder
    Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg
    Young Al Capone: The Untold Story of Scarface in New York, 1899-1925 by William and John Balsamo
    Capone: The Life and World of Al Capone by John Kobler
    Capone: The Man and the Era by Laurence Bergreen
    Newspapers including The Brooklyn Daily Times, The New York Daily News, The New York Times, The New York Herald.
    ---
    The Outfit is a production of Higher Ground and Headgum.
    Hosted by Dan O’Sullivan and Alana Hope Levinson
    Executive Produced by Dan O’Sullivan and Alana Hope Levinson
    Produced by Julia Murray
    Production Assistance by CJ Archerd and Franchesca Diaz
    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen
    Show theme is Bittersweet Defeat by OTE

    Like the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.
    Follow Headgum on Twitter, Instagram, and Tiktok.
    Advertise on The Outfit via Gumball.fm
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • The Outfit

    Tony Accardo: The Chicago Godfather's Bloody Christmas

    12/18/2025 | 1h 10 mins.
    It's a Very Outfit Christmas this holiday season, as Dan and Alana bring you their own version of yuletide cheer: 'twas (not quite) the night before Christmas 1977, when a crew of burglars, stung over their own gift-giving, played Santa in the home of Outfit overlord Tony Accardo…and ended up on a permanent naughty list. Grab some cookies, pour some eggnog, and settle in for the bloodiest tale in Christmas history.

    Sources:
    Hillel Levin, "Boosting The Big Tuna," Playboy, 2007.
    The Chicago Tribune, The Chicago Sun-Times, Chicago Reader, Chicago Magazine, Time Magazine.
    William Roemer, Accardo: The Genuine Godfather.
    Jeff Coen, Family Secrets: The Case That Crippled The Chicago Mob.
    Fred Pascente & Fred Reaves, Mob Cop: My Life of Crime in the Chicago Police Department.
    ---
    The Outfit is a production of Higher Ground and Headgum.
    Hosted by Dan O’Sullivan and Alana Hope Levinson
    Executive Produced by Dan O’Sullivan and Alana Hope Levinson
    Produced by Julia Murray
    Production Assistance by Franchesca Diaz and CJ Archerd
    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen
    Show theme is Bittersweet Defeat by OTE
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • The Outfit

    Goodfellas with Allie Kahan

    12/11/2025 | 57 mins.
    This week, Dan and Alana take on an age-old mystery: why are straight men so obsessed with Goodfellas? They’re joined by Allie Kahan, content manager at Headgum, for a deep-dive into their favorite scenes, classic Scorsese-isms, and the surprisingly queer heart of the mob-movie canon.
    ---
    The Outfit is a production of Higher Ground and Headgum.
    Hosted by Dan O’Sullivan and Alana Hope Levinson
    Executive Produced by Dan O’Sullivan and Alana Hope Levinson
    Produced by Julia Murray
    Production Assistance by CJ Archerd and Franchesca Diaz
    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen
    Show theme is Bittersweet Defeat by OTE

    Like the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.
    Follow Headgum on Twitter, Instagram, and Tiktok.
    Advertise on The Outfit via Gumball.fm
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
  • The Outfit

    Robert Kubecka: Garbage & The Mob

    12/04/2025 | 56 mins.
    This week, Dan travels back to the land of his birth--Long Island, New York--for a fragrant stroll past one of the Mafia's biggest moneymakers: garbage. As he and Alana find out, the garbage industry was a critical source of money to New York's Five Families, the cost passed on to everyone else. Until one honest garbage hauler--Robert Kubecka--decided to do something about this stranglehold, in a saga which would dominate Long Island news for years.

    Sources
    "Garbage, Dentists, and Mobsters – Resource Capital Group’s LCN Connections," Mafia Book Reviews, 2022.

    Alan A. Block, Space, Time, and Organized Crime.

    Alan A. Block & Frank R. Scarpitti, Poison for Profit: The Mafia and Toxic Waste in America.

    New York Newsday, New York Daily News, New York Post, The New York Times.
    ---
    The Outfit is a production of Higher Ground and Headgum.
    Hosted by Dan O’Sullivan and Alana Hope Levinson
    Executive Produced by Dan O’Sullivan and Alana Hope Levinson
    Produced by Julia Murray
    Production Assistance by Franchesca Diaz and CJ Archerd
    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen
    Show theme is Bittersweet Defeat by OTE

    Like the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.
    Follow Headgum on Twitter, Instagram, and Tiktok.
    Advertise on The Outfit via Gumball.fm
    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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About 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
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