438: Chekov’s Roast with Merlin Mann

Jeff and Brett are joined by Merlin Mann, who brings his usual blend of humor and chaos, including witty takes on knife-brandishing, app issues, and nostalgic TV shows. They discuss everything from kids growing up to intense medical appointments. The trio dives into language usage pet peeves and the weird world of higher education, touching on family, technology, and just how much they can all survive. Entertaining and, as always overtired. Sponsor Shopify is the commerce platform behind 10% of all eCommerce in the US, from household names like Mattel and Gymshark, to brands just getting started. Get started today at shopify.com/overtired . Show Links Max Richter Four Seasons Anne Sophie-Mutter Vivaldi Summer Tilt table test Another State of Mind Merlin’s Wisdom Project Kiss on Tom Snyder Guitar Moves series Iggy Pop on Tom Snyder Merlin’s An Epicenter of Wordsmithing (Usage I Dislike) Chapters 00:00 Introduction and Guest Welcome 00:30 Technical Difficulties and Knife Jokes 01:54 Music and TV Show Discussions 06:48 Health Issues and Personal Stories 21:51 Disability and Aging Reflections 30:18 Ian Mackaye and Punk Stories 32:42 Ian McKay’s Hilarious SUV Game 33:31 Cross Country Team Shenanigans 34:30 Discussing Music Preferences 38:26 Shopify Sponsorship Segment 41:03 College Life Challenges 53:20 The Wisdom Project and Life Advice 01:06:18 Guitar Moves with Matt Sweeney 01:08:06 Ace Frehley and KISS Trivia 01:09:03 Tom Snyder Interviews and Iggy Pop 01:09:32 Wendy O. Williams and Milwaukee Riot 01:11:20 Taskmaster and Playlists 01:20:03 Grammar and Usage Pet Peeves 01:30:47 Derry Girls and TV Recommendations 01:36:21 Concluding Thoughts and Sign-Off Join the Conversation Merch! Come chat on Discord! Twitter/ovrtrd Instagram/ovrtrd Youtube Get the Newsletter Thanks! You’re downloading today’s show from CacheFly’s network BackBeat Media Podcast Network Check out more episodes at overtiredpod.com and

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438: Chekov’s Roast with Merlin Mann is an episode from Overtired by Christina Warren, Jeff Severns Guntzel, and Brett Terpstra.

This episode is 1:36:53 long.

This episode was published on Oct 29, 2025.

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