Al Capone and the Windy City Wedding Whisky Plot (ft. Nick Horseman)

Chicago, 1926. Prohibition is in full swing, the speakeasies are packed, and Nick Horseman has just walked into one with his gangster patter down to a tee. His opening move? Spit whisky in the bartender's face and smash a glass on the floor. It's a power move. Whether it's a good one is another question entirely. Nick's approach to Prohibition-era organised crime: extreme confidence, zero subtlety, and a social calendar that somehow includes inviting Al Capone to a wedding. The speakeasy is dimly lit, the plan to muscle in on the local mob scene is bold, and every decision Nick makes is about one wrong toast away from becoming very, very permanent. Whether the Windy City is ready for this particular brand of British gangster ambition is unclear. Whether Nick is ready for the Windy City is another matter. Prohibition-era Chicago was the bootlegging capital of America, a city where organised crime had effectively replaced local government, and Al Capone ran his empire from the Lexington Hotel with a mix of charm and extreme violence. The speakeasy culture thrived behind unmarked doors, and gangland power was won by being the last man standing. Nick's strategy of inviting the most dangerous man in America to a family function is either genius or suicidal. If you were sent back in time, could you survive and thrive — or would you be burnt at the stake for being a witch? PastMaster is the show that turns history into an interactive adventure game. Each episode, a comedian is dropped into the past with nothing but modern knowledge and terrible ideas. The AI Game Master is strict. The chaos is inevitable. The past will be mastered. Era: Modern | 1926 CE | Chicago, United States Featuring: Nick Horseman — friend (The Rhyme Scheme, Edinburgh Fringe 2019) EPISODE LINKS Follow Nick's adventure on the PastMaster Interactive Map 👉 https://map.pastmasterpod.com Nick Horseman: X @rociouspun | opencomedy.com/nickhorseman GET IN TOUCH Sign up to our newsletter 👉 www.pastmasterpod.com Instagram 👉 @pastmasterpod TikTok 👉 @pastmasterpod X 👉 @pastmasterAI Email us 👉 pastmasterpod@gmail.com Learn more about your ad choices. Visit megaphone.fm/adchoices