The grandson of Canadian Lacrosse Hall of Famer Kelly DeGray, Dale played both hockey and lacrosse in his youth but turned his focus exclusively to hockey in his teens. He played three seasons of junior hockey for the Oshawa Generals of the Ontario Hockey League (OHL) between 1980 and 1983 where he established a reputation as a rugged defenceman. DeGray scored 50 points in his third season, 1982–83, and added 14 more in the playoffs as the Generals won the J. Ross Robertson Cup as OHL champions.\n', '

The Calgary Flames selected him in the eighth round, 182nd overall at the 1981 NHL Entry Draft, and he began his professional career in 1983–84 with a 30-point season for the Colorado Flames of the Central Hockey League (CHL). He then spent the majority of three seasons in the American Hockey League (AHL) with the Moncton Golden Flames. He was named to the AHL second All-Star Team in 1984–85, and served as captain of the Golden Flames in 1985–86. DeGray appeared in one NHL game that season, making his NHL debut with Calgary on March 6, 1986, against the New York Rangers. He played a part-time role in Calgary in 1986–87; in 27 games with the Flames, DeGray scored six goals and seven assists.\n', '

Unable to land a consistent place with Calgary, the Flames traded DeGray to the Toronto Maple Leafs on September 17, 1987, in exchange for a fifth round draft pick. He spent the majority of the 1987–88 NHL season in Toronto where he had 24 points in 56 games and spent some time playing at forward. DeGray played only the one season in Toronto as he was claimed off waivers by the Los Angeles Kings. He played a career-high 63 games for the Kings in 1988–89 and posted 28 points with 97 penalties in minutes. After beginning the 1989–90 season with the AHL\'s New Haven Nighthawks, the Kings traded DeGray on November 24, 1989, to the Buffalo Sabres in exchange for Bob Halkidis. The six games he played in Buffalo were the last of his NHL career.\n', '

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