In the late 1990s, Solitair was part of a hip-hop collective known as "The Circle". In 1998, he released his first 12" single, "Silver Surfer". Early in his career, Solitair and fellow rapper Kardinal Offishall founded a production company called "Silver House and the Girl" (S.H.A.G.) in 2000. As a duo, the pair mainly produced for various hip-hop and R&amp;B artists on the local Canadian music scene. Solitair's first internationally successful production was Kardinal's single "BaKardi Slang" from the album "" released in 2001. Also in 2001, Solitair released a video for his single "Easy 2 Slip”, which was nominated for a MuchMusic Video Award in 2002 for Best Independent Video* and for Best Rap Recording at the 2002 Juno Awards