Acting and comedy Robinson began doing stand-up and taking classes in improv and acting at
The Second City in Chicago while still in college. He was on
Def Comedy Jam season 7, episode 2. After doing open-mic sessions in New York, Chicago, Los Angeles and elsewhere and winning regional comedy competitions, he began to get spots on late night TV shows like
Jimmy Kimmel Live. He received rave reviews for the
A24 drama
Morris from America (2016), earning a nomination for the
Independent Spirit Award for Best Supporting Male. He also played the role of Ray Hayworth in the second season of the drama series
Mr. Robot. In 2018 he had a lead role playing the title character in the
crime comedy film An Evening with Beverly Luff Linn. In 2019 Robinson became the spokesman for the Philadelphia-area meat producer
Dietz & Watson, appearing in several commercials for the company's line of deli meats. The first of these commercials aired in January 2019, featuring Robinson and his brother Chris promoting the snack Dietz Nuts with Robinson playing up the
double entendre in the name of the product. In June 2020, Robinson was reportedly confirmed to be starring in the
COVID-19 pandemic-themed thriller
Songbird produced by
Michael Bay, alongside
Demi Moore,
Peter Stormare and
Paul Walter Hauser. Robinson was a guest judge in
season four of
The Masked Singer where he also performed
Gloria Gaynor's "
I Will Survive" as a "Mystery Piano Man" during his introduction. Robinson later became the host of
The Masked Dancer which has the same format as
The Masked Singer. In 2021, Robinson was featured as a spokesperson for
Pizza Hut advertising the return of their Detroit Styled Pizza and Original Stuffed Crust Pizza. Robinson also voiced a singing bust in
Muppets Haunted Mansion. In 2021, he started doing commercials for Gain detergent, singing a parody of "
Maniac" by
Michael Sembello. His next series,
Killing It, premiered on
Peacock in April 2022 and he voiced Mr. Shark, in the 2022
DreamWorks Animation film
The Bad Guys. That year, he also hosted the docuseries
Harlem Globetrotters: Play It Forward on
CNBC, which received an
Emmy nomination. On July 1, 2025, he announced he was "retiring" from comedy permanently to work on other projects. However, it was later revealed by
Variety that the "announcement" was simply part of a new
AT&T marketing campaign, and Robinson would indeed continue doing comedy.
Music For a number of years, Robinson and comedian
Jerry Minor had a comedy act where they performed as musical duo L. Witherspoon & Chucky, with Minor as smooth singing L. Witherspoon and Robinson as Chucky, the keyboard player and back-up singer. They performed the act on
HBO's
Sketch Pad, several stand-up shows on
Comedy Central,
Real Time with Bill Maher, and
Jimmy Kimmel Live! He occasionally performs with his band, The Nasty Delicious, alongside his brother and musical director
Chris Rob on keyboards,
Ethan Farmer on bass, Asa Watkins on drums, David Sampson on guitar,
Lakecia Benjamin and Reggie Hines on saxophones, Winston Byrd on trumpet, and Bendji Allonce on percussion. They were featured as his band in an episode of
The Office, and on the season finale of the seventh season of
Last Comic Standing. He has also performed in character in multiple episodes of
The Office, and was featured on the
Hot Tub Time Machine soundtrack, singing "
Jessie's Girl" and "
Let's Get It Started". He was in the film
Miss March, playing the role of the hit rapper Phil, also known as Horsedick.MPEG. Robinson produced two songs from that same film. In the film
Dolemite Is My Name, playing the role of musician Ben Taylor, he performed the title theme of the
Rudy Ray Moore blaxploitation film
Dolemite. He has performed with his band in the 2018 stand-up comedy special ''
Seth Rogen's Hilarity for Charity''. == Filmography ==