Since 2014, he has been a volunteer assistant coach for the University of Connecticut\'s men\'s hockey team. Raycroft is currently a studio analyst for the Boston Bruins broadcasts on NESN and a host on the hockey podcast Breaking The Ice.\n', '

Prior to entering the junior hockey ranks, Raycroft grew up playing minor hockey with the Quinte Red Devils AAA system in the Eastern Ontario AAA League of the Ontario Minor Hockey Association (OMHA). In 1997–98, he began a three-year career in the Ontario Hockey League (OHL), playing for the Kingston Frontenacs and Sudbury Wolves. He also played junior for the Wellington Dukes of the Ontario Provincial Junior A Hockey League (OPJAHL).\n', '

Raycroft was drafted 135th overall by the Boston Bruins in the 1998 NHL Entry Draft. He made his NHL debut in 2000–01 with the Bruins, replacing Byron Dafoe in a 5–1 victory over the Philadelphia Flyers. However, as a late-game replacement, he was not given the decision. Raycroft recorded his first NHL win two days later on October 9 in a 4–2 win over the Florida Panthers. Raycroft played 11 games total for the Bruins in his first season, while playing the majority of his first three professional seasons with the team\'s minor league affiliate, the Providence Bruins of the American Hockey League (AHL).\n', '

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