Stewart graduated in 1981 with a degree in biology and art from Birmingham-Southern College, and recieved his M.D. in 1985 from University of Alabama at Birmingham. He was accepted to a surgical internship in Minnesota at the Mayo Clinic, but after a year, decided to forego a career in medicine for his art, which is primarily ball-point pen caricatures of pop-culture icons.
Stewart and wife Sue Ellen Brown own DS Art, a gallery on Crescent Avenue in Homewood. Stewart and Brown moved to Homewood from Charlotte, North Carolina in the early 2000s. In 2003, Stewart convinced the Homewood City Council to erect "salamander crossing signs" on South Lakeshore Drive on Shades Mountain. Later that year, Stewart was commissioned by the Homewood Chamber of Commerce to create the Homewood historic Christmas ornaments, the last of which was released in 2008.
- Guffey, Michelle Q. (March 23, 2003) "Fellow commuter: The salamander." Birmingham News
- Nelson, James R. (August 1, 2004) "Be pleasantly surprised by... intriguing Homewood galleries." Birmingham News
- Bryan, Kim (December 24, 2008) "Homewood's commemorative ornaments now relegated to history." Birmingham News
- DS Art website