[4] Wilmore's impersonations included Isabel Sanford, Nell Carter, Carroll O'Connor, Robert Guillaume, Maya Angelou and James Earl Jones, and various sketches which re-imagined various television series such as All in the Family and The Mary Tyler Moore Show if they starred African-Americans.
[1][4][6] After In Living Color, Wilmore wrote for The Tonight Show Starring Jay Leno[4] and The PJs, a stop-motion adult sitcom co-created by his older brother Larry, where he also provided the voice of crooked police officer Walter Burkett.
[7][8] While working on The PJs, Wilmore participated in a prank organized by staff members of The Simpsons, where he pretended he was the mayor of East St. Louis, Illinois and angrily accosted writer Matt Selman over a joke that denigrated the city in the episode "They Saved Lisa's Brain".
[9][10][11] Wilmore joined The Simpsons's writing staff in the show's thirteenth season, and received his first credit for the segment "Send in the Clones" in "Treehouse of Horror XIII".
According to his brother Larry, he died "while battling COVID and other conditions that have had him in pain for many years" amid the COVID-19 pandemic in the United States.