Episode 514 - And Now We Drink Episode 468: With Simon King Pt 2

Matt Slayer sits down with Canadian comedian Simon King for a fast, filthy, and surprisingly thoughtful ride through comedy, chaos, politics, and the weird machinery of modern life. What starts with jokes about OF, The Hub, comedy specials, AI-written eulogies, and s***ide hotline telethons quickly turns into a sharp, darkly funny conversation about what it means to be a working comic in a world run by algorithms, bots, and questionable incentives. Simon talks about touring in the U.S. as a Canadian, the strange instability of modern America, border anxiety, and why Canada’s relationship with the States has shifted from neighborly familiarity to genuine concern. He and Matt dig into the realities of comedy today: crowd work clips, viral fame, bought followers, club economics, content pressure, and why Simon prefers “artisan small batch” audiences who actually know what they came to see. Along the way, Matt and Simon riff on stolen art, Lenin’s body, mutton, corporate gigs, Saudi money, guns, masculinity, generational change, and whether humanity has any shot at making it another hundred years. It’s an episode full of grim punchlines, honest self-reflection, and the kind of unruly tangents that make And Now We Drink feel less like an interview and more like eavesdropping on two funny people trying to make sense of a burning world. Cover your shame in our wares. New Merch! anwd.net/merch The Patreon is full of exclusive content and directly supports the show. patreon.com/mattslayer

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