5. Charlie Gardiner
The Chicago Blackhawks won their first Stanley Cup in 1934. The goalie that season was Charlie Gardiner. The tragic story of Gardiner was his death just two months after winning the Stanley Cup. The death was in June of 1934. Gardiner went into a coma because of a brain hemorrhage. From there, he had a tonsillar infection. He was just 29 years old.
Even though his NHL career was ended short, he still earned himself a spot in the Hockey Hall of Fame. In just seven NHL seasons, Gardiner was a four-time All-Star, a two-time Vezina Trophy winner, and a Stanley Cup champion.