Black is also an alumnus of The Groundlings, a Los Angeles-based improvisational and sketch comedy troupe and theatre. Although he retired from the theatre's Main Stage Company in the mid-2000s, Black still comes back regularly to perform in The Groundlings’ all-improv shows The Crazy Uncle Joe Show and Cookin' with Gas, and is also a teacher at the groundlings. He has made cameos on the NBC television show Community as the dean of City Community College, Steven Spreck, and on the CBSsitcomHow I Met Your Mother.[1] He appeared in Sarah Cooper: Everything's Fine in 2020.[2]