Crashley was promising rushing defenceman in his rookie year of 1967–68 with Detroit where he wore jersey #15 and was paired with Gary Bergman. His style of play was not encouraged by coach Sid Abel who reportedly instructed Crashley to not carry the puck past his own blueline. Crashley was subsequently traded to Montreal where he played in their farm system.
Crashley was selected by the New York Islanders in 1972 expansion draft, but opted to join Los Angeles Sharks of the World Hockey Association, spending two seasons there. He returned to the NHL in 1974 with the expansion Kansas City Scouts, wearing #4. He returned to Detroit via a trade halfway through that season where he again wore #4. Went to the Los Angeles Kings along with Marcel Dionne in a blockbuster trade. He played four games for the Kings, spending most of the season in the minor leagues.
After two more seasons in the minors Crashley went to Austria, where he served as player-coach of Villacher SV during the 1979–80 season. He retired from playing and coached full time, though returned to play in 1983 with Innsbrucker EV for two seasons before retiring for good in 1985.

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