Simon grew up in Wawa, Ontario playing his minor hockey for the Wawa Flyers of the NOHA. As a Bantam, he played Jr.B. hockey for the Sault Ste. Marie Thunderbirds of the NOJHL in 1987-88. He was selected in the 3rd round (42nd overall) of the 1988 OHL Priority Selection by the Ottawa 67's.\n", '

Simon was drafted in the 2nd round (25th overall) of the 1990 NHL Entry Draft by the Philadelphia Flyers, but was traded as part of the Eric Lindros trade to the Quebec Nordiques before playing any games for the Flyers. He has also played for the Calgary Flames, Colorado Avalanche, Washington Capitals, Chicago Blackhawks, New York Rangers where he split the season as a left wing and right wing, New York Islanders and Minnesota Wild.\n', '

In 1996, he won the Stanley Cup with the Avalanche. Each player on the winning team is given 24 hours alone with the Cup. Simon took it to his hometown of Wawa, Ontario. After showing it to the townspeople he and his maternal grandfather took the Cup on a fishing trip.\n', '

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