# Rocco Perri

Top podcast episodes
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King of the Bootleggers (Part 2 of 2)

The conclusion of "King of the Bootleggers" is here! Find out what happens to Rocco Perri! Does he get out of prison? Does he still run liquor? Or has his brush with prison finally changed him enough for him to start work as a temperance worker? FIND OUT BY LISTENING!Follow us on social media!Faceb…

Episode 10 - Bessie Starkman - The First Female Canadian Crime Boss

This week on Killer History, Lauren tells us about the first ever female Canadian organized crime boss, Bessie Starkman, and her partner Rocco Perri To round out the episode, Haley keeps up her trend of massive companies pouring chemicals into the environment and how it royally messed people up an…

King of the Bootleggers (Part 1 of 2)

This is our first two-part story for What?! Explain. , and boy, is it a doozy! Rocco Perri loomed large over Hamilton, Ontario for almost a quarter of the 20th century with bootlegging, gambling, and smuggling. He was a figure of public fascination and police frustration, only to vanish without a t…

Haliburton's Frederick Freeman plus Prohibition Gangster Rocco Perri

This week, Kate talks Frederick Freeman who moved to the Haliburton area in 1880-81 and operated a store in an inconic yellow wood sided building on Pine St that still exists today. And Frederick could be a character! Plus, Paul talks about the rise and fall of Hamilton, Ontario prohibition era gan…

Case 6: Rocco Perri - The Mobs Quiet Kingpin

In this episode, we uncover the rise and mysterious disappearance of Rocco Perri, the notorious but discreet Canadian mob boss often referred to as “The Mob’s Quiet Kingpin.” From his humble beginnings as an Italian immigrant to his domination of Ontario’s bootlegging scene during Prohibition, Rocc…

Ep 52: Rise & Fall of Mob Bosses Bessie Starkman & Rocco Perri

In this episode, we dive deep into the Prohibition-era underworld of Hamilton, Ontario, and the rise of one of Canada's most notorious crime figures: Rocco Perri. Known as "King of the Bootleggers" and sometimes called "Canada's Al Capone," Perri built a sprawling criminal empire during the 1920s a…

Lumber Camp Cook plus Female Mob Boss

This week, Kate has the story of late 1800's lumber camp cook George Roach. Plus, Paul has the life and gangland death of Besha (Bessie) Starkman, a Canadian female crime boss who together with her partner Rocco Perri ran crime in eastern Canada and the Northern US during the 1920's. Kate Butler i…

GET LIT E21 with TREVOR COLE

Folks, I have not uploaded E20 - it was event-based (GritLit 2017) and while a good conversation probalby not relavant. E21, however! An interview with Trevor Cole, one-time Hamilton resident, HarperCollins author and the man behind The Whisky King: The remarkable true story of Canada's most infam…

THE GHOSTS OF LITTLE CHICAGO: Guelph, Sleeman, and Canada's Booze Empire

Beneath Guelph, Ontario are sealed tunnels. In the 1920s they moved beer from the Sleeman Brewery straight to the mob. When Canada went "dry" in 1916, a loophole created billionaires. The Sleeman brothers. Rocco Perri. And a pipeline to Al Capone. This is the story of Canada’s bootlegging empire: T…