Donnell Rawlings was born in Washington, D.C., and grew up in Alexandria, Virginia, with his mother. He attended T.C. Williams High School in Alexandria.
Rawlings served in the United States Air Force. He was stationed in South Korea and at Bolling Air Force Base in Washington, D.C., in the late 1980s and early 1990s.
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.

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