In 2020, Brill starred as an apparition come to life of William Shakespeare in the film The Scottish Play. In addition to his television and film work, Brill has also appeared on Broadway, as part of the original cast of Act One, as Ed in the 2014 revival of You Can't Take It with You, and as Ali Hakim in the reimagined 75th-anniversary revival of Oklahoma!. He has also appeared in off-Broadway productions of Tribes and Our Town, both directed by David Cromer.[4] Additionally, Brill also starred in Stereophonic, a show on Broadway loosely based on the creation of the Fleetwood Mac album Rumours, winning the Tony Award for Best Featured Actor in a Play for his performance.