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, biaaaaatch!” (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.
He demonstrates his knowledge of broken Korean he learned in the Air Force in the 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. He reprised the role of Beautiful on Chappelle’s episode of Saturday Night Live.