Jimmy asks Dave Chappelle to settle some of the biggest debates of all time, then catches up with Chappelle and Nikki Glaser before enjoying a musical performance from J.Period featuring Black Thought, Tiffany Gouché and narration by Chappelle.
| Name | Type | Role | |
|---|---|---|---|
| Nikki Glaser | Guest Star | ||
| Tariq Trotter 'Black Thought' | Guest Star | ||
| Tiffany Gouché | Guest Star | ||
| J.Period | Guest Star | ||
| Dave Chappelle | Guest Star |