Known as "The Ambassador," Pettway turned pro in 1984, and won the USBA light middleweight title in 1992 with a points win over Gilbert Baptist. He challenged Gianfranco Rosi for the IBF light middleweight Title in 1994 in a bout that was ruled a sixth round technical draw. Later that year, Pettway got a second shot at Rosi and won via a fourth round KO.
In 1995, Pettway defended against Simon Brown, perhaps his best known performance, in which he devastatingly knocked Brown out in round six. After Brown was dropped with a perfect hook, Brown continued to throw punches in a concussed state.
Pettway lost the title in the next defense against Paul Vaden via twelfth round TKO. In 1996 he took on Terry Norris for the WBC and IBF light middleweight Titles, but was TKO'd in the 8th. He fought until 2001 but never fought for another title.
|IBF Light Middleweight boxing champion
17 Sep 1994–12 Aug 1995
Pettway was a Class of 2006 Inductee into the Maryland Boxing Hall of Fame.