[3] Rawlings is most notable for frequently appearing in sketches on Chappelle's Show and hosting the third season along with Charlie Murphy.

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.

Rawlings also made appearances on HBO drama series The Corner, playing Bread the dope fiend next to Fat Curt and 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 court such as "Y'all tryin' to 'criminate me" while on the stand.

Rawlings was removed from his morning show post at Power 105's Ed Lover Show with Egypt and Ashy for a controversial comment he made during the aftermath of the Don Imus controversy, responding to Ed Lover's comment "That's a cheap black man, Nickel-Black" with "that's a Jewish black guy.

[citation needed] Rawlings was a co-host on the Big Tigger Morning Show on Washington, D.C.'s radio station WPGC 95.5 from April 2010 to January 2011.

Rawlings provided the voice of A Cat Named Rollo's brother in the Adult Swim show based on the 2009 R-rated movie Black Dynamite.