logo
episode-header-image
Apr 2025
42m 8s

Meet The Chicago Outfit's Most Infamous ...

The Underworld Podcast
About this episode
Kurt Calabrese grew up in the Chicago mafia known as The Outfit. His father, Frank Calabrese Sr, was the premier hitman, known for strangling his victims with his bare hands. But Frank didn't just leave the violence at work. He trained his sons Kurt and Frank Jr in the mob enforcer life since they were kids, through fear, intimidation and horrific abuse. Wh ... Show More
Up next
Jan 27
Italy's Unknown 5th Mafia, The Stidda
In the late 1970s, as Sicily descended into all-out mafia war, the island’s allegiances split between the ruthless Corleonesi clan, led by Toto Riina, and southern gangsters fed up with Riina’s campaign of murder that was spilling innocent lives, and disgusting the Italian public ... Show More
52m 47s
Jan 20
America’s Craziest Mob Boss (Sort of!) Vincent Gigante
Vincent “Chin” Gigante was the most powerful mob boss in America...and he was also the mob's best performance artist. By day, he wandered Greenwich Village in a bathrobe, muttering to himself, selling the world on the idea that he was crazy. By night, he ran the Genovese crime fa ... Show More
1h 12m
Jan 13
The Weed Kingpin who Hired Woody Harrelson’s Hitman Dad
Ever hear about how Woody Harrelson's dad was a hitman who killed a federal judge? The Chagra brothers came up along the El Paso and Juarez border when smuggling weed became one of America's booming industries. With Lee a prominent criminal defense attorney and Jimmy an outlaw, t ... Show More
1h 18m
Recommended Episodes
Feb 2025
1 | Give Me Your F**kin Money
Meet Kenny “The Kid”, a Chicago mafia soldier and hitman for nearly 25 years. After hearing a brutal firsthand account of a mafia hit, we learn how and why Kenny was recruited as 17 year old kid, explore the history of the legendary Chicago Outfit, and reveal a devastating truth ... Show More
24m 53s
Dec 2021
Making Jack Falcone
CW: Violence, Suicide, Strong Language Undercover FBI agent Joaquin 'Jack' Garcia spent more than 20 years in disguise as various drug dealers, gangbangers and bad guys. But his final role was the one he was born to play. With little more than his wits, a wire, and an encyclopedi ... Show More
49m 45s
Feb 2025
The Secret Double Life of a Hitman– Welcome to Crook County
If you enjoyed To Die For we think you'll want to check out Tenderfoot TV's latest podcast, Crook County. For over 20 years, Ken Tekiela was a celebrated firefighter, husband, and father of two —but he led a secret, double life as a hitman for the Chicago mob. When the truth came ... Show More
3m 9s
Aug 2024
Episode 654: The Godfather of British Crime by Freddie Foreman (Audio Extract)
<p>To Britain's criminal underworld, Freddie Foreman is the Godfather. Held responsible for the gangland killings of Ginger Marks and Frank 'The Mad Axeman' Mitchell, he was the enforcer to those who broke the underworld's strict code of Omertà.</p><br><p>His dramatic story as a ... Show More
24m 54s
Jun 2021
S4 Ep6: Jimmy Fratianno (Part 1)
<div>In 1946, a young man by the name of Jimmy Fratianno moved from Cleveland, Ohio to Los Angeles, California. Fratianno had spent most of his life immersed in crime, crossing paths with several well known mobsters. Fratianno would soon become a made man in the Los Angeles crime ... Show More
27m 15s
Feb 2025
Welcome to Crook County (Official Trailer)
Welcome to Crook County, a den of thieves, where a celebrated firefighter, husband and loving father led a secret double life as a hitman for the legendary organized crime syndicate, the Chicago Outfit. A secret that shattered his family. From Tenderfoot TV and iHeart Podcasts, C ... Show More
2m 28s
Jul 2025
Mormon Dad Poisons Wife w/ Arsenic Protein Shakes | Dentist James Craig UNMASKED | FULL STORY
Before he was the dentist accused of poisoning his wife, James Craig was a seemingly successful family man—a father of six, a practicing Mormon, and a cosmetic dentist in suburban Denver. But behind the clean-cut smile was a man living a double life. In this episode, we dig into ... Show More
1h 26m
Aug 2024
Las Vegas Reporter Brutally Murdered: Jeff German's Assassination
Jeff German, an investigative reporter for the Las Vegas Review-Journal, was deeply dedicated to his work—a commitment that might have ultimately cost him his life. Jeff was a well-known figure in the community, celebrated for his fearless coverage of notorious mobsters, corrupt ... Show More
1h 36m