After graduating from college, Steward worked at Wagner Electric as a production manager (1974–1975), a sales representative at
Missouri Pacific Railroad (1975–1979), and a senior account executive at
FedEx (1979–1984), where he was recognized as salesman of the year and inducted into the company's hall of fame in 1981. He owned Transportation Business Specialists and Transport Administrative Services in the years leading up to founding World Wide Technology.
World Wide Technology In 1990, Steward co-founded
World Wide Technology, a
systems integrator. In 1999 WWT spun off its telecommunications division to form Telcobuy.com. Sales for the two companies continued to grow, although revenues slipped in 2002 as WWT felt the impact of the technology recession. In 2003 combined reported revenues passed $1 billion, and Steward formed World Wide Technology Holding Company as the parent company for the two firms. which would've ranked it as one of
St. Louis's largest private companies. ==Civic and community involvement==