Donnell Rawlings is a comedian and actor. His notable roles include appearing in Chappelle's Show, as well as making an appearance in Sam Raimi's Spider-Man 2, and a cameo appearance in the music video for Jim Jones' "We Fly High (Ballin' Remix)." He was a regular on The Ricki Lake Show, mostly as a judge on various challenge episodes.

Rawlings is most notable for frequently appearing in sketches on Chappelle's Show, and hosting the third season along with Charlie Murphy. His catchphrase on the show was "I'm rich, biaaaaach!" which is played at the end of every episode as part of Dave Chappelle's vanity card, as well as frequently adding "Son!" at the end of each sentence.

Rawlings learned to speak broken Korean while serving in the United States Air Force when he was stationed in South Korea. He demonstrates the language in the Chappelle's Show sketches "Player Hater's Ball" and "The Time Haters," the latter of which was featured in the "Failures" episode. Rawlings reprises his role as the hater "Beautiful," known for wearing a Jheri curl and a suit similar to ones that Little Richard has worn. In the sketches, he responds to the comments of Korean hater "Mr. Roboto" with insults in Korean.

Rawlings also made an appearance on the HBO drama The Wire playing Damien Lavelle 'Day-Day' Price, an ex-convict who is hired as a legislative aide and driver for corrupt state senator Clay Davis. Price's character appears unrefined on several occasions, contemplating heists in public and stating things in the court room such as "y'all tryin' to 'criminate me" while on the stand. Davis coincidentally enough is played by Chappelle's Show co-star Isiah Whitlock Jr.

Rawlings stars in a series of sketch comedy clips portraying his character Ashy Larry, from Chappelle's Show, on heavy.com called From Ashy to Classy. Ashy Larry dreams of how his life would be if he were classy, and dreams up a character who he calls Ashford Lawrence, a supposed reporter for heavy.com. Ashy Larry goes to different high class establishments posing as a reporter, where eventually his girl comes and pulls him out at the end of each clip.

Rawlings was also a contestant in the Comedy Central show Reality Bites Back. He appeared in sketches on D.L. Hughley Breaks the News and in Howard Stern's Howard TV On Demand original series, Show in the Hallway.

He also made an appearance on Comedy Central's new show, The New Negroes. He stars as Captain in the Jay and Silent Bob reboot alongside Kevin Smith, Jason Mewes, Chris Hemsworth, Jason Lee and Rosarido Dawson. He voices the barber in the 2020 Pixar film Soul, and has since played himself in a couple of documentaries.

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