Greg Gilbert's journey in professional hockey began when he was drafted by the New York Islanders in the fourth round of the 1980 NHL Entry Draft. Born in Mississauga, Ontario, Gilbert quickly established himself as a reliable left winger. He joined the Islanders during the 1981-82 season, contributing to the team's success during their dynasty years. Gilbert played a role in the Islanders' Stanley Cup victory in 1982 and again in 1983, providing depth and stability to the team's forward lines.

After his tenure with the Islanders, Gilbert was traded to the Chicago Blackhawks in 1987. His time in Chicago saw him become a steady presence on the ice, known for his defensive capabilities and work ethic. Gilbert's efforts helped the Blackhawks reach the playoffs multiple times, and he was part of the team that advanced to the Stanley Cup Finals in 1992, although they were ultimately defeated by the Pittsburgh Penguins.

In 1993, Gilbert signed with the New York Rangers, where he added another Stanley Cup to his resume in 1994. This victory was particularly memorable as it marked the Rangers' first Stanley Cup win in 54 years. Gilbert's experience and leadership were valuable assets to the Rangers during their championship run.

Following his stint with the Rangers, Gilbert played briefly for the St. Louis Blues before transitioning to the minor leagues. He spent time with the Worcester IceCats and the Grand Rapids Griffins, where he continued to contribute both on and off the ice. Gilbert's professional playing career concluded in the early 2000s, but his involvement in hockey did not end there.

After retiring as a player, Gilbert transitioned into coaching. He took on roles in various leagues, including the American Hockey League (AHL) and the Ontario Hockey League (OHL). His coaching career included positions with teams such as the Worcester IceCats, Mississauga IceDogs, and the Calgary Flames' AHL affiliate, the Adirondack Flames. Gilbert's experience as a player provided him with valuable insights that he imparted to the next generation of hockey players.

Throughout his career, Greg Gilbert was known for his steady presence on the ice and his ability to adapt to different roles as needed by his teams.

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