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Stewart a lifelong resident of Granville, New York, was a baseball player for Granville Central Jr.-Sr. High School, where he graduated from in 1982. In 1980, Stewart, a sophomore, was the number one pitcher on a team that won a Class C State Championship. As a senior went 10-0 with 187 strikeouts in the season
In 1986, Stewart was drafted 9th pick of the amateur entry draft by the Atlanta Braves. Stewart pitched for seven years in the Braves system before being released. Stewart was added to the 40 man roster in his 3rd year. In 1992 Stewart became a coach and scout for the Braves. Since then, he has climbed through the ranks and become one of Atlanta's most dependable scouts. He is credited with discovering Andruw Jones. Stewart is presently a Major League Scout for the Atlanta Braves. Stewart still resides in Granville New York with his wife Sandra and four children.