The Outfit

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...

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...

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 b...

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...

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—i...

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...

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...

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 Ma...

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...

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...

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 L...

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...

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:  B...

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 Fi...

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.  Sour...

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....

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 a...

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...

This week on the Outfit, we head to La La Land, hot on the trail of a Chicago Outfit thug with stars in his eyes. Amidst the palm trees and swimming pools, Dan and Alana journey to the dark side of 1940s Hollywood, rife with tyrannical studio heads, corrupted unions, and the stark threat of mob violence. Plus, what happens when Mickey Mouse goes union busting. Sources The Disney Revolt: The Great...

This week on The Outfit, a fateful exploration into the UK’s most infamous gangster twins and how the web of blackmail they weaved through the country’s political sphere has shocking resonance to current events. Join Dan and Alana as they delve into a British tale so English it could be parody. Sources: John Pearson,  The Profession of Violence ,  The Cult of Violence ,  Notorious J...

This week, Dan and Alana discuss William Hanhardt, who rose to become chief of Detectives in the Chicago Police Department. Subject of the hit television series, "Crime Story" and technical advisor on Michael Mann's "Thief," Handhardt was a cop's cop gone Hollywood: a no-nonsense tough guy whose squad inspired the cops in crime classic, "Heat." But behind the badge was a far more sobering reality,...

  This week, what does it mean to make a deal with the devil? Dan and Alana examine Richard Ogilvie and his tumultuous path to governor of Illinois, and whether the moral compromises he made to get there were worth the legacy (or lack of one) he leaves behind. Plus, the shocking history of mafia infiltration of queer nightlife, and how corrupt policing and homophobia continue to resound today...

On the 24th anniversary of the 9/11 attacks, Dan and Alana dig into a shockingly under-examined story: how the mafia profited from the World Trade Center. From its inception to collapse in Lower Manhattan, the center’s construction was fraught with incompetence and political corruption. Sources Grand Illusion: The Untold Story of Rudy Giuliani and 9/11  by Wayne Barrett and Dan Collins The Un...

When American businessman Paul Tatum set up shop in post-Soviet Moscow, he thought he was building the first outpost of what would become a luxury hotel empire, ushering Russia into the "End of History" '90s. Instead, he walked straight into Moscow's underworld. This week, Dan and Alana find out what happens when Americans act ugly abroad, and learn how corruption helped create the Russia of today...

On today’s episode of The Outfit, Dan and Alana head to Prohibition-era Cincinnati, where a former lawyer-turned-bootlegger becomes a mark for an ambitious conwoman. Plus, Dan and Alana reminisce on sophomore year English class. Sources: King of the Bootleggers: A Biography of George Remus  by William A. Cook The Ghosts of Eden Park: The Bootleg King, the Women Who Pursued Him, and the Murder...