The Outfit

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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

18/12/2025

Tony Accardo: The Chicago Godfather's Bloody Christmas

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.

1 h y 10 min
11/12/2025

Goodfellas with Allie Kahan

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.

58 min
04/12/2025

Robert Kubecka: Garbage & The Mob

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.

56 min
20/11/2025

Growing Up Gotti with Misha Brown

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 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.

49 min
13/11/2025

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

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). --- 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.

1 h y 3 min
06/11/2025

Charles Becker: The NYPD's Killer Cop

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. --- 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.

1 h y 3 min
30/10/2025

A Very Sopranos Halloween with Jesse Farrar

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.

51 min
23/10/2025

Mob Wives: Behind Every Great Mobster...

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. --- 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.

1 h y 6 min

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TRÁILER

Introducing The Outfit with Alana Hope Levinson and Dan O'Sullivan

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. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

06/08/2025

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1 min

Join the staff of the Headgum network as they try to navigate a series of quizzes, games and conversation enders poised by their coworker Geoffrey James. If you have questions, email in to hgpod@headgum.com.

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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