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Al Capone: The Chicago Outfit

YesOui 11 Episodes Aug 28, 2026

A daily documentary-style podcast chronicling the life and criminal career of Al Capone, from his Brooklyn upbringing to his takeover of Prohibition-era Chicago. Episodes trace his rise within Johnny Torrio's operation, the Hawthorne Hotel, and the St. Valentine's Day Massacre, as well as law enforcement efforts by Eliot Ness and the Untouchables. It also follows Capone's tax evasion conviction, imprisonment in Atlanta and Alcatraz, his declining health, and his death in Miami in 1947. New episodes are released every day.

Episodes

Brooklyn to Chicago: How Capone Took Command of a City Aug 28, 2026 767 (00:00:00) Brooklyn to Chicago: How Capone Took Command of a City (00:01:50) The Johnny Torrio Education (00:03:58) Cicero and the Fortress (00:05:58) The Peak and the Massacre (00:07:58) The Tax Case Nobody Believed Would Work (00:09:45) Prison and the Long Collapse (00:11:42) What the Four Deuces Actually Taught Al Capone didn't stumble into power — he studied it. Born in Brooklyn to Italian im

Scarface Ascendant: From Brooklyn Streets to Chicago's Underworld Throne Aug 28, 2026 876 (00:00:00) Scarface Ascendant: From Brooklyn Streets to Chicago's Underworld Throne (00:01:27) Brooklyn to Wabash Avenue (00:03:38) The Empire Takes Shape (00:05:49) Why Torrio Left When He Did (00:07:41) Valentine's Day, Nineteen Twenty-Nine (00:09:15) The Tax Case Nobody Believed Would Work (00:11:22) Atlanta, Alcatraz, and What Came After (00:13:20) What Torrio Understood That Capone Did Not H

Cicero, the Hawthorne Inn, and the Empire Capone Built Aug 29, 2026 964 (00:00:00) Cicero, the Hawthorne Inn, and the Empire Capone Built (00:00:32) The Apprentice from Brooklyn (00:02:09) The Suburb Problem (00:03:46) Election Day, April First (00:05:15) The Hawthorne Inn (00:06:47) The Attack That Confirmed Everything (00:08:12) February Fourteen, Nineteen Twenty-Nine (00:10:01) The Case Nobody Thought Would Work (00:12:08) The Long Collapse (00:14:00) What Cicero A

St. Valentine's Day Massacre: The Crime That Defined an Empire Aug 30, 2026 817 (00:00:00) St. Valentine's Day Massacre: The Crime That Defined an Empire (00:01:07) Brooklyn to the Four Deuces (00:02:36) The Torrio Education (00:04:06) Cicero and the Fortress Mentality (00:05:54) The Empire at Its Peak (00:07:14) Valentine's Day and the Turn (00:08:32) The Tax Case Nobody Believed Would Work (00:10:03) Atlanta, Alcatraz, and the End of the Mind (00:11:48) What the Fortress Co

Fall of the Untouchable: Tax, Alcatraz, and Capone's Broken End Aug 31, 2026 765 (00:00:00) Fall of the Untouchable: Tax, Alcatraz, and Capone's Broken End (00:00:27) Where He Came From (00:02:01) The Cicero Gambit (00:03:16) A Thousand Rounds (00:04:33) What Surviving Did to Him (00:05:53) Valentine's Day, 1929 (00:07:24) The Tax Case Nobody Believed In (00:08:57) The Long Collapse (00:10:17) Palm Island Al Capone survived a thousand machine gun rounds at his Hawthorne Inn h

The Massacre, the Empire, and the War Capone Could Not Win Sep 1, 2026 806 (00:00:00) The Massacre, the Empire, and the War Capone Could Not Win (00:01:30) Brooklyn to Chicago (00:03:24) Building the Empire (00:05:38) The North Side Problem (00:07:24) The Turn in Public Opinion (00:08:22) The Tax Case No One Expected (00:09:54) Alcatraz and the Long Decline (00:11:26) What the Massacre Actually Settled On the morning of February 14, 1929, seven members of Bugs Moran's N

From Brooklyn to Broken: The Full Arc of Capone's Rise and Ruin Sep 2, 2026 911 (00:00:00) From Brooklyn to Broken: The Full Arc of Capone's Rise and Ruin (00:00:46) Brooklyn to Chicago (00:02:12) Building the Empire (00:04:07) The Violence That Changed Everything (00:06:25) Eliot Ness and the Limits of Pressure (00:08:09) The Tax Case (00:09:57) Prison and the Disease That Finished Him (00:12:20) What Ness Actually Did Al Capone didn't just run Chicago — he owned it. From h

Scar Tissue: How the IRS Brought Down the Man Who Owned Chicago Sep 3, 2026 824 (00:00:00) Scar Tissue: How the IRS Brought Down the Man Who Owned Chicago (00:00:49) Brooklyn to Chicago (00:02:15) The Making of an Empire (00:04:13) Valentine's Day (00:05:27) Eliot Ness and the Tax Men (00:07:22) The Trial (00:09:04) The Destruction (00:10:46) Palm Island (00:11:36) Why the Tax Case Actually Worked He bribed judges, controlled suburbs, and grossed an estimated hundred million

The Courtroom That Changed Everything: Capone's Empire on Trial Sep 4, 2026 766 (00:00:00) The Courtroom That Changed Everything: Capone's Empire on Trial (00:01:02) Brooklyn to Chicago (00:02:41) Building the Empire (00:04:49) The Massacre and the Turning Point (00:06:15) The Tax Case (00:08:49) Prison, Decline, and the End Al Capone walked into a Chicago federal courtroom on June 6, 1931, expecting a negotiated plea. His lawyers had arranged it. The prosecutors had agreed

From Brooklyn Streets to the Rock: The Complete Capone Story Sep 5, 2026 756 (00:00:00) From Brooklyn Streets to the Rock: The Complete Capone Story (00:00:37) Brooklyn to Chicago (00:02:21) Building the Empire (00:04:15) Peak Power and the Massacre (00:05:49) The Method Nobody Believed Would Work (00:07:19) Atlanta and the Problem of Corruption (00:08:58) The Disease That Was Already Winning (00:10:18) Palm Island Al Capone didn't start as a boss. He started as a bouncer

Scarface to Alcatraz: The Full Rise and Ruin of Al Capone Sep 6, 2026 773 (00:00:00) Scarface to Alcatraz: The Full Rise and Ruin of Al Capone (00:02:23) Building the Empire (00:04:55) Valentine's Day and the Beginning of the End (00:06:45) The Tax Case No One Believed Would Work (00:08:17) Atlanta, Alcatraz, and the Disease That Waited (00:10:19) Palm Island and the Final Years Al Capone didn't fall the way the movies told it. Eliot Ness and the Untouchables made grea

Scarface, Syphilis, and the Empire Nobody Could Take From Him Sep 7, 2026 788 (00:00:00) Scarface, Syphilis, and the Empire Nobody Could Take From Him (00:00:58) Brooklyn to Chicago (00:02:42) Building the Empire (00:04:37) North Clark Street (00:06:16) The Tax Case (00:08:08) Alcatraz and the Silence Inside (00:09:48) Palm Island (00:11:13) What It Means Al Capone didn't fall the way the legend says he did. Eliot Ness made headlines. The tax evasion trial made history. Al

The Accountant Who Broke Scarface: Capone's Rise, Reign, and Ruin Sep 8, 2026 902 (00:00:00) The Accountant Who Broke Scarface: Capone's Rise, Reign, and Ruin (00:00:54) Brooklyn to the Four Deuces (00:02:25) The Architecture of Control (00:04:26) The Escalation (00:06:34) Valentine's Day, 1929 (00:08:06) The Untouchables and the Tax Men (00:09:35) Trial and Conviction (00:10:59) The Island and the Disease (00:12:29) Palm Island Al Capone controlled a city. He owned politician

The Garage on North Clark Street: Valentine's Day, 1929 Sep 9, 2026 745 (00:00:00) The Garage on North Clark Street: Valentine's Day, 1929 (00:00:50) Brooklyn to Chicago (00:01:53) The North Side Problem (00:02:52) Hymie Weiss and the Escalation (00:03:48) Building the Fortress (00:05:00) Removing Weiss (00:06:04) February Fourteenth (00:07:09) Eliot Ness and the Tax Trap (00:08:25) The Trial That Changed Everything (00:09:08) Prison and the Slow Collapse (00:10:06) P

Al Capone: The Chicago Outfit

Episodes

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