Born in
Fairbanks, Alaska, Bailey began his active career during his studies at Santa Clara University where he set team records for most games (127), minutes played (3,897), and the single-season record for most three-pointers attempted with 198 (all since broken). He was also named to the 2002 All-
West Coast Conference First Team. After graduating in 2005, he was selected in the
2005 NBA Development League Draft by the
Florida Flame, although he never played in a game for them. In 2006, he moved to Germany to
BG Göttingen. That same year he received the award of the Most Valuable Player of the 2nd Basketball Bundesliga North. ==Coaching career==