The Outfit

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HISTORIA
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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

5 MARS

Al Capone All-American: Downfall and the Feds

SUBSCRIBE TO THE NEW HOME OF THE OUTFIT ON PATREON! https://www.patreon.com/TheOutfitPod Parting is such sweet sorrow, and never more-so than in the season one finale of The Outfit. In the final episode of “Al Capone: All-American,” Al Capone, at the height of his powers, finds himself trapped in a gilded cage — hunted by gangland enemies, the IRS, the President, and a little-known fed named Eliot Ness. And just as we can learn from history on how to launch a podcast on Patreon, Capone's successors learned how best to hang on to the power he lost—a dark lesson still adhered to by the gangsters in power today. To keep up with Alana, follow her on Instagram: @alanalevinson Sources Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/) Milwaukee PBS Presents "Al Capone: Prohibition and Wisconsin" "The O’Hares: A Story Of Redemption Between Father And Son Easy Eddie And Butch O’Hare," Aimee Lamoureux, All That's Interesting Get Capone: The Secret Plot That Captured America's Most Wanted Gangster by Jonathan Eig Eliot Ness: The Rise and Fall of an American Hero by Douglas Perry Scarface and the Untouchable: Al Capone, Eliot Ness and the Battle for Chicago by Max Allan Collins & A. Brad Schwartz Capone: The Man and the Era by Laurence Bergreen Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg Capone: The Life and World of Al Capone by John Kobler Al Capone: His Life, Legacy, and Legend by Deirdre Bair The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder 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 Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo Newspapers and magazines: The Chicago Tribune, The Daily Worker, Time Magazine, New York Daily News, Chicago Magazine, 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 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. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

1 tim 2 min
26 FEB.

Al Capone All-American: Jake Lingle and the Media

When a popular crime reporter for the Chicago Tribune is executed in broad daylight, all eyes turn to Capone. In the penultimate episode of "Al Capone All American," the heat is on, and Dan and Alana find not all is what it appears as the tides change on the public’s perception of our infamous mobster. Sources Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/) The great Chicago history site Chicagology (https://chicagology.com/) Scarface and the Untouchable: Al Capone, Eliot Ness and the Battle for Chicago by Max Allan Collins & A. Brad Schwartz All Things Considered by Howard Vincent O'Brien Capone: The Man and the Era by Laurence Bergreen Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg Capone: The Life and World of Al Capone by John Kobler Al Capone: His Life, Legacy, and Legend by Deirdre Bair The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder 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 Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo Newspapers and magazines: The Chicago Tribune, The Daily Worker, Time Magazine, New York Daily News, Chicago Magazine. --- 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.

57 min
19 FEB.

Casino with Demi Adejuyigbe

This week, Dan and Alana are joined by Demi Adejuyigbe — writer, comedian, and internet personality — to talk Martin Scorsese’s Casino. From lavish costumes to Oscar snubs, the crew breaks down this classic 1995 film to see how it measures up against the mob movie hall of fame. Check out Demi's stand-up special on Dropout --- 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 tim 6 min
12 FEB.

Al Capone All-American: The St. Valentine's Day Massacre

February 14th, 1929: a routine police raid on a Chicago garage turns out to be anything but, as seven men are machine-gunned to death; an event colloquially known as the St. Valentine’s Day Massacre. In this episode of “Al Capone All-American,” love is NOT in the air, as Dan and Alana find that the dead men are but collateral damage to an insidious gang war gripping the streets of Chicago—and all signs point to one Al Capone. Sources A special debt of gratitude to William J. Helmer & Arthur Bilek, authors of The St. Valentine's Day Massacre: The Untold Story of the Gangland Bloodbath that Brought Down Al Capone--the book which solved the case. A special thank you as well to William J. Helmer for his role in publishing Georgette Winkler's Al Capone and His American Boys: Memoirs of a Mobster's Wife, the most important account of the slayings. Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/) Capone: The Man and the Era by Laurence Bergreen Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg Capone: The Life and World of Al Capone by John Kobler Al Capone: His Life, Legacy, and Legend by Deirdre Bair The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder 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 Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo Newspapers including The Chicago Tribune, The Chicago Daily-News, The Chicago American. --- 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 tim 3 min
5 FEB.

Al Capone All-American: Cicero & Politics

As a wave of political unrest sweeps 1923 Chicago, along comes the rise of a progressive mayoral candidate who vows to take down the bootleggers, effectively driving Al Capone’s operation to the suburb of Cicero, Illinois. In this week’s installment of “Al Capone All-American,” Dan and Alana find the Outfit’s bloody assault on democracy in Cicero is but a prelude for their return to Chicago—installing a buffoonish new mayor all-too reminiscent of a current-day executive. Sources Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/) Capone: The Man and the Era by Laurence Bergreen Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg Capone: The Life and World of Al Capone by John Kobler Al Capone: His Life, Legacy, and Legend by Deirdre Bair The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder 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 Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo The Chicago Historical Homicide Project, Northwestern University. "The Mostly True Story of America’s First Black Private Investigator," Matthew Wolfe, The Atavist Magazine. Newspapers & magazines including: The Chicago Defender, Time Magazine, The Daily Worker, The Chicago Daily News, The Chicago Tribune, Chicago Record-Herald, The Chicago Sun-Times, The Inter Ocean. --- 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.

59 min
29 JAN.

Al Capone All-American: The North Side Mob

It’s prohibition-era Chicago, and Al Capone and his gang boss, John Torrio, stand to make millions off of bootlegging. As long as crime can be organized along professional boundaries, there should be no need for violence. So why, as Prohibition wore on, did things get bloodier and bloodier? This week, Dan and Alana dig into The North Side Mob, and how their uniquely divided power structure led to an increasingly violent fight for territory. Sources The Man Who Got Away: The Bugs Moran Story by Rose Keefe The Wicked City: Chicago From Kenna to Capone by Curt Johnson with R. Craig Sautter Al Capone’s Beer Wars: A Complete History of Organized Crime in Chicago During Prohibition by John Binder 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 Al Capone: His Life, Legacy, and Legend by Deirdre Bair The Outfit: The Role of Chicago's Underworld in the Shaping of Modern America by Gus Russo Mr. Capone: The Real - and Complete - Story of Al Capone, by Robert J. Schoenberg Capone: The Life and World of Al Capone by John Kobler Capone: The Man and the Era by Laurence Bergreen Newspapers including The Daily Worker, 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.

1 tim
22 JAN.

Al Capone All American: Prohibition

Description: This week, on the next installment of "Al Capone All-American," Dan and Alana turn to the greatest gift Al Capone could have asked for on his 21st birthday: the national prohibition on the sale and manufacture of alcohol. From the Ku Klux Klan, to poisoned rotgut liquor, to the singularly forgotten political genius behind the law, prohibition would come to define an entire era of American history--a story freshly relevant today. Sources Historian Mario Gomes's excellent website, My Al Capone Museum (https://www.myalcaponemuseum.com/) The War on Alcohol: Prohibition and the Rise of the American State by Lisa McGirr Bootleg: Murder, Moonshine, and the Lawless Years of Prohibition by Karen Blumenthal Prohibition: Thirteen Years That Changed America by Edward Behr Smashing the Liquor Machine: A Global History of Prohibition by Mark Lawrence Schrad One Hundred Percent American: The Rebirth and Decline of the Ku Klux Klan in the 1920s by Thomas R. Pegram Prohibition: A Very Short Introduction by W.J. Rorabaugh Alcoholics Anonymous 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 and Magazines: The Buffalo News, The Daily Item, the Springfield News-Sun, the Hartford Courant, Los Angeles Times, Washington Daily News, Brooklyn Daily Times, Atlanta Journal-Constitution, New York Daily News, Chicago 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 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 tim 2 min
15 JAN.

Al Capone All-American: Torrio vs Colosimo

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.

52 min

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TRAILER

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.

2025-08-06

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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