24. Chicago Roots, Cult Classics & Comedy Gold with Michael Hitchcock
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About this listen
We’re joined by Michael Hitchcock—Northwestern alum, Western Springs native, and a quietly legendary force behind some of the most influential comedies of the last 25+ years. From interning at WBEZ, CBS 2, WGN, and learning Chicago media from the inside, to finding his creative home at The Groundlings in Los Angeles, Michael’s career is a masterclass in craft, longevity, and being “in everything you love” (often before you even realize it).
We talk about Michael’s iconic run with Christopher Guest, including Waiting for Guffman, Best in Show, A Mighty Wind, and For Your Consideration, and how that ensemble, improv-driven style didn’t just shape comedy, it helped rewrite the rules of how comedy films get made. Michael shares what it was like returning to Best in Show 25 years later, why it still holds up, and what surprised him most about dog show culture.
Plus, Michael takes us inside two of the biggest streaming hits of the moment: Nobody Wants This and The Lowdown on FX/Hulu, a modern noir with sharp dialogue, an all-star cast, and an awards-season buzz that’s building fast. We also dig into his experience on Glee, from appearing on-screen to writing and producing across multiple seasons—what it’s like creating TV at peak cultural impact, and how music rights actually work when you’re pulling off ambitious episodes with major artists.
In this episode, we discuss:
- Growing up in the western suburbs and falling in love with Second City and Chicago theater
- The surprising connection between community theater and landing Waiting for Guffman
- The Groundlings, character comedy, and the Chicago vs. LA comedy difference
- The legacy of Best in Show and why it’s still a cult classic (and then some)
- Behind the scenes of Nobody Wants This, The Lowdown, and Glee
Listen now and don’t forget to subscribe, rate, and comment; it helps us continue to bring you the voices behind the institutions, people, and places that make Chicago extraordinary.
Connect with the hosts of DIBS on Instagram, Nick Sarantos and Mallory Waxman