Hockey Career Highlights
McCaskill played center and right wing for the University of Vermont from 1979 to 1983. In 1982, McCaskill won the Cunningham Award as the Most Valuable Player on the Catamounts. He was also a finalist for the Hobey Baker Award and named to that season's NCAA East All-America First Team and the ECAC All-Star First Team. He was the team captain during the 1982–83 season.
McCaskill was drafted in the fourth round (64th overall) by the Winnipeg Jets in the 1981 NHL Entry Draft. He played only one season of professional hockey for the Sherbrooke Jets, a Jets farm team. McKaskill dressed for one game with the Winnipeg Jets of the NHL but did not play in the game. During the 1983–84 season, he scored 10 goals and added 12 assists for 22 points. He retired from professional hockey after the one season to focus on his professional baseball career. One scout summed up his hockey career when he famously quipped that "he plays hockey like he pitches--once every four games."
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