A native of Toronto, Ontario, Deasley planned to play junior hockey with the North Bay Centennials before he was recruited by the University of Michigan.
After recording 24 points in 38 games as a freshman in 1986–87,[2] the Calgary Flames selected him with their first round pick, 19th overall, at the 1987 NHL Entry Draft.
[1] Deasley left Michigan after two seasons and toured with the Canadian National Team in 1988–89 where he scored 19 goals and 19 assists in 54 games.
[2] He joined Calgary's International Hockey League (IHL) affiliate, the Salt Lake Golden Eagles for their playoff run.
[8] Deasley left his career as an agent to join the Canadian Sports Centre Ontario as vice-president of marketing and business development.