Ski had a lengthy career as a radio personality and record producer in the Baltimore radio market and he was one of the pioneers of Baltimore club music at V-103-Baltimore (1988-1996) and at WERQ Baltimore(1996-1998) before moving to Atlanta in 1998. His 1992 track "Whores in this House" gave rise to a local genre that was later sampled by and referenced in hip-hop albums, including WAP by Cardi B & Megan Thee Stallion, which peaked and debuted at number one on the Billboard Hot 100. He also recorded songs with "Miss Tony," a club-track vocalist who performed as a gay man at hip-hop parties. The first song Ski and Miss Tony recorded together, "Tony's Bitch Track," helped to popularize gay culture and the complexities that exist between gender binaries.