A native of Greenville, South Carolina, Strange is an alumnus of North Carolina State University, where he played college baseball for the NC State Wolfpack. In 1984, he played collegiate summer baseball with the Falmouth Commodores of the Cape Cod Baseball League.
Strange played for six different ballclubs during his career: the Detroit Tigers (1989), Chicago Cubs (1991–1992), Texas Rangers (1993–1994), Seattle Mariners (1995–1996), Montreal Expos (1997), and Pittsburgh Pirates (1998). He made his Major League Baseball debut on July 13, 1989, and played his final game on September 27, 1998. His career batting average was .233.
Strange currently works in the front office for the Pittsburgh Pirates.

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