Episodes

  • Goodfellas with Allie Kahan
    Dec 11 2025

    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.

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    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.

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    58 mins
  • Robert Kubecka: Garbage & The Mob
    Dec 4 2025

    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.

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    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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    56 mins
  • Growing Up Gotti with Misha Brown
    Nov 20 2025

    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

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    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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    49 mins
  • Martin Cahill: "The General" & Ireland's Underworld
    Nov 13 2025

    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'Toole

    The General and Evil Empire: The Irish Mob and the Execution of Journalist Veronica Guerin by Paul Williams

    A Secret History of the IRA by Ed Moloney

    Newspapers and Magazines: Hot Press, Dublin Evening Herald, Irish Independent, Sunday Independent, The Star (Dublin).

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    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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    1 hr and 3 mins
  • Charles Becker: The NYPD's Killer Cop
    Nov 6 2025

    1912, Ragtime-era New York. NYPD Lieutenant Charles Becker, celebrity cop, stands accused of a shocking crime: orchestrating the murder of gambler Herman Rosenthal, whose squealing to the press threatened to expose systemic police corruption. In this week's episode, Dan and Alana weigh the evidence in the case of one of the few NYPD officers to ever take a trip to death row.

    Sources:

    Satan's Circus Murder, Vice, Police Corruption, and New York's Trial of the Century by Mike Dash

    The Execution of Officer Becker: The Murder of a Gambler, The Trial of a Cop, and the Birth of Organized Crime by Stanley Cohen

    The Becker Scandal: A Time Remembered by Vina Delmar

    The Bowery Boys, “Case Files of the New York Police Department 1800-1915” podcast episode

    Newspapers and magazines: American Heritage, Crime Magazine, New York Sun, The New York Times, New York Evening World, New York Tribune.

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    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.

    Show More Show Less
    1 hr and 3 mins
  • A Very Sopranos Halloween with Jesse Farrar
    Oct 30 2025

    Happy Halloween! This week on a spooktacular edition of The Outfit, Dan is joined by longtime friend, host of Your Kickstarter Sucks, Jesse Farrar, for a Sopranos-style therapy session with Dr. Alana. After failing to make headway, the gang takes a deep dive into the pilot of the greatest show of all time, The Sopranos. If you haven't finished the series, listen...if you dare. From Shrek to cannoli to the headaches of owning a driveway, the group breaks down a show even more relevant today than when it came out.



    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

    Managing Producer is Tiffany Hammond

    Sound Design and Engineering by Ryan Kozlowski and Andrew Eapen


    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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    51 mins
  • Mob Wives: Behind Every Great Mobster...
    Oct 23 2025

    For the Outfit’s very first guest episode, Dan and Alana are joined by Rachel Fisher, co-host of Hollywood Crime Scene, to dive deep into the 2010s reality TV scene. They talk, of course, of VH1’s Mob Wives. In a podcast rife with men in the mob, this week Alana takes the reins for this specialty detour into the lives of the mobsters' wives.


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    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.

    Show More Show Less
    1 hr and 6 mins
  • Sammy Gravano: The Rat King
    Oct 16 2025

    After ratting out the Gambino Family and skating away on 19 murders, Sammy “The Bull” Gravano takes a cushy deal and settles down with his family in Arizona. But as Dan and Alana learn in this episode, for a mob snitch on the run, a new lease on life is its own purgatory—and the desert rave scene, an unlikely new kingdom.


    Sources:

    The Arizona Republic, Arizona Daily Sun, Phoenix New Times, Tucson Citizen, The New York Times, UPI, Arizona State Press, CBN, The Smoking Gun, Cosa Nostra News, Crime Library, Arizona Daily Star, Midland Daily News, Reddit, New York Post, New York Daily News, Newsday.

    National Geographic's Narco Wars -- Season 2, Episode 4, "The Mob: How E Busted the Bull"

    Underboss: Sammy "The Bull" Gravano's Story of Life in the Mafia by Peter Maas

    OfficialSammyTheBull on YouTube

    ShaunAttwoodOFFICIAL on YouTube

    MOBFAX on YouTube

    Dateline NBC, April 8, 1997 -- "Raging Bull"

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    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.

    Show More Show Less
    55 mins