Jason Simon played on four different clubs during his three year Junior career the spent a nomadic four season stint in the minor league upon turning pro before he made his NHL debut during the 1993-94 campaign. Simon, who was born in Sarnia, Ontario on March 21st, 1969, turned pro with the Utica Devils after being drafted by New Jersey but had six other minor pro stops before he donned a New York Islander sweater for his first big league game.
The Islanders signed Simon midway through the 1993-94 season and he appeared in four games for them that year, but he was unable to score a point. Following his time on Long Island he returned to the minors for the next two seasons. When he resurfaced in the NHL during the 1996-97 campaign he was with a new club.
Simon signed a free agent contract with the Winnipeg Jets in 1995 and his rights transferred with the team to Phoenix the next year. He played a single game with the Phoenix Coyotes and again was held off the score sheet.
The left-winger then returned to his journeymen ways playing the next four seasons with six different clubs in five different minor pro leagues.