Rather than use the stage at Feinstein's/54 Below, the cast of A Strange Loop cram into a booth for their Tiny Desk (home) concert. The protagonist of the musical is an usher, so performing in the crowd makes sense. 54 Below played a pivotal role in the musical's rise when, in 2016, composer Michael R. Jackson performed a concert version for New Musicals at 54. Little did anyone know that the show would go on to win the Pulitzer Prize for Drama in 2020. The cast reunited at "Broadway's Supper Club" to sing a five-song medley led by the show's author to celebrate their opening at the Lyceum Theater on Broadway.