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Dave Chappelle Guests on Matt and Shane’s Secret Podcast—Kind Of
Comedian Dave Chappelle made a rare and surprise appearance on Matt and Shane’s Secret Podcast (MSSP), recorded during Shane Gillis’s run of shows at Chappelle’s club in Yellow Springs, Ohio. The episode, described by Shane as “secret” and chaotic, might never have seen the light of day due to bad audio—but a full version quietly dropped on Patreon.
An Episode Nearly Lost to Bad Audio
The podcast, recorded without video and with little setup, featured Chappelle walking around with a mic left casually on the bar—classic power move. Despite that, fans can now hear nearly an hour of audio on Patreon. While Shane and Matt joked that the audio was too rough to release, listeners have noted it’s far more listenable than expected. Chappelle is clearly audible throughout most of the conversation, especially in the earlier segments.
Chappelle and Gillis Talk Comedy Origins
Much of the podcast features Shane Gillis telling his comedy origin story—stories fans of MSSP have likely heard before, but this time he’s telling them to Chappelle. That twist makes them hit differently. There’s also plenty of talk about stand-up itself, with both comics sharing thoughts on performing, bombing, and coming up in the scene.
The chemistry between the group is genuine, even if the conversation isn’t as structured as a typical episode. It's raw, unfiltered, and filled with those "you had to be there" moments that only come from recording in the middle of Chappelle’s universe.
Yellow Springs Is a Comedian’s Dream World
More than just a podcast recording, the trip to Yellow Springs gave a peek into the surreal experience of visiting Chappelle’s world. From post-show fried chicken and waffles at 1:30 a.m. to dancing in a private barn, multiple comedians described it as one of the most magical nights in comedy. Chappelle’s generosity was also on full display—offering private gear shopping sprees and picking up guests from the airport himself.
One moment that stood out: both Shane and Matt admitted to crying after being picked up by Chappelle in his Jeep. That mix of gratitude and disbelief says a lot about the gravity of being invited into Chappelle's inner circle.
Podcast Power, Even with Static
Though the episode wasn't pristine in production, it still captured something special—especially for diehard comedy fans. Dave Chappelle rarely appears on podcasts, and his presence here—even in a low-stakes, casual setting—makes it a must-hear.