Robot (2016), LeVar "Freight Train" Brown on The Cleveland Show (2009–2013), and Doug "the Pontiac Bandit" Judy on Brooklyn Nine-Nine (2013–2021).

He also frequently collaborates with Seth Rogen, including the films Pineapple Express (2008), Zack and Miri Make a Porno (2008), This Is the End (2013), and Sausage Party (2016).

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.

[6] In addition to Shrek Forever After and Sausage Party, Robinson has also provided his voice for the films Escape from Planet Earth (2013), Percy Jackson: Sea of Monsters (2013), Henchmen (2018), and Dolittle (2020).

[8] He received rave reviews for the A24 drama Morris from America (2016),[9] earning a nomination for the Independent Spirit Award for Best Supporting Male.

[10] 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.

[11] 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.

[13] That year, he also hosted Ri-Karlo Handy's docuseries Harlem Globetrotters: Play It Forward on CNBC,[14] which received an Emmy nomination.

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!

[16] 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.

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".