Crocker won the 1925 Canadian Championships defeating American Wallace Scott in a long four sets final.
He captured three doubles crowns as well, in 1923, 1925, and 1929, all partnering his Davis Cup and McGill Redmen teammate Jack Wright.
He reached the second round in his only appearance at the Wimbledon Championships, defeating Briton Jack Harrison in straight sets before falling to another British player, John Olliff.
Canada's best result during Crocker's time with the team was defeating Cuba to reach the America Zone final, in 1927, where they lost to Japan 2–3.
Crocker attended McGill University, studying medicine and later English, and captained the tennis team in 1920 when he captured both the singles and doubles Canadian intercollegiate championships.