He started out doing promotional work for Humpty Dumpty in the late 1990s, a snack-food manufacturer based in eastern Canada.
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In 2005, Bossy made a cameo appearance on the fourth sequel to the French Canadian classic movie Les Boys, playing himself.
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During his eight seasons with the Islanders, coach Al Arbour used Tonelli on the famed "Banana Line" with Wayne Merrick and Bob Nystrom, on the top line with Bryan Trottier and Mike Bossy, and later he played flank for Brent Sutter and Patrick Flatley.