Andrew Raycroft
Hours after choosing Phil Kessel with the fifth pick in the NHL Draft on June 24, 2006, the Bruins traded goalie Andrew Raycroft, the 2004 Calder Trophy winner as NHL rookie of the year, to the Maple Leafs for goalie prospect Tuukka Rask. Raycroft was coming off a tough season that began with a contract holdout, and the Bruins coveted Rask, whom they had hoped to draft in 2005.