I Think You Should Leave With Tim Robinson

I Think You Should Leave With Tim Robinson

Author: Christian Sager and Charlie Bennett January 2, 2026 Duration: 2:32:15

This sketch show mixes surreal humor, cringe comedy, and an everyman lead performer to craft an exploration of anxiety, status, and societal fear that still manages to make its audience laugh with joy. We talk about how and why the show was created, and whether it quiets or riles up our own anxieties. 

Interested in the media we discussed this episode? Find it here on Netflix:

I Think You Should Leave

Sources:


Christian Sager and Charlie Bennett host Supercontext: an autopsy of media, a series that digs beneath the surface of the films, books, music, and shows that shape our collective experience. Rather than offering simple reviews, each episode performs a detailed examination, looking at how a piece of media is constructed, why it resonates, and the often-unseen ways it influences our conversations and behaviors. You’ll hear thoughtful discussions that connect seemingly disparate topics, revealing how a cult classic film might reflect economic anxieties or how a viral internet trend can trace its lineage back to decades-old artistic movements. This podcast operates on the belief that nothing exists in a vacuum; every artifact of culture is a product of and a catalyst for the world around it. By picking apart these works, Sager and Bennett provide listeners with a richer framework for understanding not just what they are watching or reading, but how that consumption actively informs their perspective. Tune in for conversations that are both deeply researched and casually engaging, perfect for anyone curious about the hidden mechanics of the stories we tell ourselves.
Author: Language: English Episodes: 50

Supercontext: an autopsy of media
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