Simon King Opens Up on Matt Slayer's Podcast: Comedy, Chaos, and the End of the World

Emily Williams · 2026-08-19

Comedian Simon King joins Matt Slayer for a round of cocktails and unfiltered conversation on the latest episode of the iconic *And Now We Drink* podcast. This isn't your typical interview—it's raw, honest, and often hilarious. The show has built its reputation on being "the conversation at the end of the bar," where no topic is off-limits. Writers, comedians, adult film stars, artists, and musicians all sit down with Slayer to share personal stories and unique perspectives on sex, relationships, and life. Episode 468 delivers exactly that, with King bringing his sharp Canadian wit to the table. ### A Deep Dive into Modern Comedy From the opening minutes, the episode jumps into the deep end. King and Slayer riff on everything from OnlyFans and Pornhub comedy specials to AI-written eulogies and suicide hotline telethons. It's a fast, filthy, and surprisingly thoughtful ride through the bizarre machinery of modern life. They dig into what it really takes to be a working comic today. King shares his thoughts on crowd work clips, viral fame, and why he prefers what he calls "artisan small batch" audiences—people who actually came to see a show, not just scroll past a clip. The conversation gets real about club economics and the pressure to constantly create content just to stay relevant. ### Touring America as a Canadian King opens up about what it's like touring the U.S. as a Canadian in 2026. He talks about the strange instability of modern America, border anxiety, and how Canada's relationship with its southern neighbor has shifted from friendly familiarity to genuine concern. The two also explore the darker corners of the comedy world—bought followers, stolen art, and corporate gigs that pay well but feel soul-crushing. They touch on Saudi money, guns, masculinity, violence, religion, and whether humanity has any real shot at making it another hundred years. It's heavy stuff, but the conversation never loses its darkly funny edge. ### The Personal Side of Simon King Beyond the big topics, King gets personal. He talks about living with OCD and his habit of deleting texts over and over. He shares his superstitions around lucky stage shirts and his strategy for navigating gigs with non-alcoholic beer. There's also a candid moment about mental health and why he's staying away from psychedelics—for now. > "Hell, I hate watching myself so much I broke all the mirrors in my house like some medieval cursed half-beast nobleman, but this episode was so fun," King shared. "Funny, dark, engaging, silly… beards! What more do you need, people?" ### Where to Listen The uncensored Episode 468 of *And Now We Drink* featuring Simon King is available now. You can catch it on Bleav, the show's official website, or through your favorite podcast app. It's also up on Apple Podcasts, Spotify, and YouTube. For more from the show, follow @AndNowWeDrink on X and Instagram. Keep up with Matt Slayer on X, Instagram, and Bluesky, and follow Simon King on X at @Thisissimonking. Whether you're a longtime fan of the podcast or just discovering it, this episode is worth your time. It's a wild, honest conversation that feels less like an interview and more like eavesdropping on two funny people trying to make sense of a burning world.