PodcastsHistoryThe Outfit

The Outfit

Headgum
The Outfit
Latest episode

19 episodes

  • The Outfit

    Tony Accardo: The Chicago Godfather's Bloody Christmas

    2025-12-18 | 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 LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by Franchesca Diaz and CJ ArcherdSound Design and Engineering by Ryan Kozlowski and Andrew EapenShow theme is Bittersweet Defeat by OTESee 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

    2025-12-11 | 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 LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by CJ Archerd and Franchesca DiazSound Design and Engineering by Ryan Kozlowski and Andrew EapenShow theme is Bittersweet Defeat by OTELike 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.fmSee 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

    2025-12-04 | 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 LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by Franchesca Diaz and CJ ArcherdSound Design and Engineering by Ryan Kozlowski and Andrew EapenShow theme is Bittersweet Defeat by OTELike 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.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  • The Outfit

    Growing Up Gotti with Misha Brown

    2025-11-20 | 49 mins.

    On this week's episode of The Outfit, Dan and Alana are joined by Misha Brown, podcaster and author of upcoming new book, Be Your Own Bestie, to dish on A&E's Growing Up Gotti: The 2004 reality hit following Victoria Gotti and her three teenage sons. From dating to daddy issues, our hosts take a look at all the baggage that comes with being a nepo-mobster.Check out: Be Your Own Bestie: A No Nonsense Guide to Changing the Way you Treat Yourself by Misha Brown---The Outfit is a production of Higher Ground and Headgum.Hosted by Dan O’Sullivan and Alana Hope LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by Franchesca Diaz and CJ ArcherdSound Design and Engineering by Ryan Kozlowski and Andrew EapenShow theme is Bittersweet Defeat by OTELike 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.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

  • The Outfit

    Martin Cahill: "The General" & Ireland's Underworld

    2025-11-13 | 1h 2 mins.

    On this episode, Dan travels back to the auld sod to regale Alana with the story of a vicious crime lord with two wives and a weakness for desserts: Martin "The General" Cahill. A product of the Dublin slums and upwardly mobile gangster, Cahill’s rise and fall is a dark reflection of Ireland’s own turbulent history.Sources:We Don't Know Ourselves: A Personal History of Modern Ireland by Fintan O'TooleThe General and Evil Empire: The Irish Mob and the Execution of Journalist Veronica Guerin by Paul WilliamsA Secret History of the IRA by Ed MoloneyNewspapers and Magazines: Hot Press, Dublin Evening Herald, Irish Independent, Sunday Independent, The Star (Dublin).---The Outfit is a production of Higher Ground and Headgum.Hosted by Dan O’Sullivan and Alana Hope LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by Franchesca Diaz and CJ ArcherdSound Design and Engineering by Ryan Kozlowski and Andrew EapenShow theme is Bittersweet Defeat by OTELike 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.fmSee 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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