Dale Craigwell was born on April 24th 1971 in Toronto, Ontario. After a junior career spent with the Oshawa Generals that saw him play in the World Junior Championships Craigwell was drafted by the San Jose Sharks in 1991.
In his rookie season of professional hockey Craigwell got the call up from the Sharks and played in 32 games and scored 16 points. The right-winger played just 8 games in the NHL during his second season but was able to compete in 58 contests during his third campaign.
Despite playing 26 more games then his rookie year, Craigwell was only able to register 9 points as the much-improved Sharks club no longer used him in an offensive role. An injury kept Craigwell off of the ice for the entire 1994-95 season and he was unable to work his way back up to the NHL following this set back.
Craigwell continued his career in the International Hockey League playing one year with the San Francisco Spiders, then three more years with the Kansas City Blades before taking his skills overseas in 1998.
Craigwell played the 1998-99 campaign with the Augsburg Panthers of the German league then headed to Britain to join the Sheffield Steelers for the next two seasons.