He went to school at Fordham where he set an NCAA record for stolen bases in a game (8), and was drafted by the Pittsburgh Pirates in the 8th round of the 2002 Major League Baseball Draft, but his excellent glove, a quick bat, an intelligent hitting approach, and his work ethic "could have given him a third or fourth-round pick if he'd gone to a warm-weather college".
He is a two-time Atlantic 10 Conference Player of the Year award winner and went on to play in the Pittsburgh Pirates minor-league organization.
Most of the players on the Greek baseball team were Americans with Greek heritage, including North Florida coach Dusty Rhodes, and White Sox scout John Kazanas, Clay Bellinger of the Orioles, outfielders Nick Markakis the Orioles and Nick Theodorou of the Dodgers, and catchers Mike Tonis of Royals and George Kottaras of the Padres.
Kingsbury, an alumnus and 2008 Hall of Fame inductee of Fordham University and current member of the Pittsburgh Pirates organization, picked up one of the biggest hits of the tournament for Greece, an RBI triple, in their lone win, which came against Italy in the preliminary round.
During the seventh inning of the first game against the Philadelphia Phillies, Kingsbury dove for a ball in right field and upon hitting the ground dislocated his left throwing shoulder.