Jimmy welcomes actor Anthony Anderson, author Malcolm Gladwell, a musical performance by Melanie Martinez, and special appearances by Whitney Cummings, Jeff Ross, Natasha Leggero & Henry Winkler.
| Name | Type | Role | |
|---|---|---|---|
| Malcolm Gladwell | Guest Star | ||
| Henry Winkler | Guest Star | ||
| Whitney Cummings | Guest Star | ||
| Melanie Martinez | Guest Star | ||
| Jeff Ross | Guest Star | ||
| Anthony Anderson | Guest Star | ||
| Natasha Leggero | Guest Star |