Comedy Episodes

Angela Nissel joins Questlove for a deeply funny and moving conversation about growing up in Southwest Philly, breaking into television, and navigating grief after losing her mother—the subject of her new memoir, Good Grief, Pass The Bread, Mom Is Dead. The longtime friends revisit their wild early days together, from telemarketing gigs and busted cars to building Okayplayer and discovering the early internet, while unpacking people-pleasing, therapy, and late-in-life self-discovery. Angela opens up about caregiving, moving her mother to Los Angeles, surviving Hollywood burnout, and rediscovering who she is beyond work—all with the sharp wit that helped shape shows like Scrubs and The Boondocks.

Comedian, author, and fellow podcast host Chelsea Handler joins Questlove for a candid, laugh-filled conversation about her unconventional daily routines, family stories, her love of travel, and the art of living in the moment. Chelsea opens up about finding humor in chaos, navigating relationships, embracing failure, and the importance of taking extended vacations. She shares wisdom, wit, and unforgettable personal anecdotes throughout the episode. Don’t miss this inspiring episode packed with laughs and wisdom. Chelsea's High & Mighty Tour will run throughout early 2026.

In Part 2 of Wayne Brady's in-studio conversation with Questlove Supreme, the world-class entertainer speaks about what his cameo on Chappelle's Show did for his career and image. Wayne also talks about working on a game show, his love of music, spending free time, and much more.

Wayne Brady drops by Questlove Supreme in the studio for an epic two-part interview. In Part 1, Wayne looks back at his upbringing and foray into entertainment. Wayne is charismatic, funny, and still incredibly real as he revisits his journey from Florida to becoming a household name across television, music, comedy, and Broadway. This interview also features some basic get-to-know-somebody questions that lead to deeper answers than expected.

Here is part 2 from one of the greatest Questlove Supreme conversations ever. Robert Townsend speaks about the passion and purpose that went into making The Five Heartbeats. He details directing Eddie Murphy Raw and nearly getting an X-rating. Robert also discusses why the world needed Meteor Man and recalls coaching a shy Beyoncé for Carmen: A Hip Hop Opera. This interview runs deep with love, wisdom, and comedy.

For 2024 Black History Month, QLS has some special programming. "This is the greatest episode ever," Questlove says during this two-part discussion with Hollywood revolutionary Robert Townsend. Part 1 includes his Chicago upbringing, gift for impersonations, and pursuit to become a working actor in New York. Robert touches on his ascent from minor roles in Cooley High and The Warriors to nearly becoming an SNL cast member. A focal point of Part 1 is Robert detailing how Townsend financed Hollywood Shuffle with a credit card and his word. This conversation with a true visionary is both funny and impactful.

In Part 2 of this in-person QLS episode, Hannibal Buress revisits his time as a writer for SNL and 30 Rock. The multi-threat speaks about his rap career and the music he's released as Eshu Tune. Buress also shares his plans to restore a crucial NYC entertainment venue.

Hannibal Buress and Questlove Supreme get together in Hollywood for a two-part episode that's honest, hilarious, and historic. In Part 1, Hannibal recalls his early days of comedy, his passion for rapping, and his formative years in Chicago.

Established as a king of comedy and a leader in film, television, and hosting, Cedric The Entertainer has added novelist to his resume. Cedric speaks about his debut novel Flipping Boxcars, his career journey, as well as the origins of his latest pivot in a funny and thoughtful episode of Questlove Supreme.

Comedian Sam Jay joins QLS in New York City for an elevated discussion about Boston being the white Atlanta, getting onto Saturday Night Live, and her upcoming standup special. This one is a lighthearted hang between friends who love to laugh.

Questlove Supreme honors tradition with a casual discussion about Team Supreme's personal journeys over 2022. Comedian and actor Lil Rel joins the discussion to reflect on the year and talk about his newest special, I Said It, Y'all Thinkin' It. Although this one may seem lighthearted, it contains some powerful reflections.