Armstrong, a point guard who was undrafted after his college career at Fayetteville State, joined the Magic as a free agent late in the 1994–95 season.
He was born on this date in 1968 and became a invaluable contributor for the Magic franchise. During his nine years in Orlando, the team never posted a losing record, making the post-season seven times.
Armstrong won the NBA Sixth Man of the Year Award and the NBA Most Improved Player Award in 1999, becoming the first player in NBA history to win both awards simultaneously.
Arguably his greatest feat was serving as team captain for the 1999-00 Magic squad of filled with castoffs to an unlikely 41-41 finish that helped rookie Doc Rivers earn NBA Coach of the Year honors.