Jimmy Kimmel Guests May 21, 2026

Episode clips

Wanda Sykes

Interview

Wanda Sykes on Being Our Guest the Night We Got Suspended, How Trump’s Doing & New Comedy Special

Wanda Sykes promotes her Netflix special Legacy, reflecting on filming at Hampton University and joking that the current political climate makes the first Trump administration seem quaint. She also remembers appearing on Jimmy Kimmel Live! the night the show was suspended and discusses Undercard, her first dramatic lead role, a family-reconciliation story set in boxing.

Jake Johnson

Interview

Jake Johnson on Hiring a Guy Named Rick to Drive His Mom from Chicago to Los Angeles

Jake Johnson promotes the Apple TV mystery Maximum Pleasure Guaranteed, praising lead Tatiana Maslany and director David Gordon Green. He also tells the elaborate story of hiring a stranger named Rick to drive his mother from Chicago to Los Angeles, then shares her blunt rankings of his New Girl co-stars and admits she has not watched his new show.

Dan + Shay

Musical Performance

Dan + Shay – Say So

Dan + Shay perform “Say So” on Jimmy Kimmel Live!.

Other episode clips

Trump Makes His Most Brazenly Corrupt Move Ever, Blabs About Ballroom & Backs Off Iran Deadline

Guillermo Has Very Strong Opinions About Pet Food - Sponsored by Rachael Ray Nutrish

FAQ

Who were the guests on Jimmy Kimmel Live! on May 21, 2026?

Wanda Sykes, Jake Johnson, and Dan + Shay were the guests on this episode. The episode originally aired on May 19, 2026.

When did this episode air?

This was a rerun broadcast on May 21, 2026. The episode originally aired on May 19, 2026.