Every year up to eight people get elected to the Hockey Hall of Fame, and almost every year at least one of those people has a connection to the Toronto Maple Leafs:
2019: Hayley Wickenheiser is inducted while working for the Maple Leafs as Assistant Director of Player Development.
2018: Gary Bettman is an evil conspirator which keeps the NHL biased towards the Maple Leafs according to fans of 30 other teams.
2017: Dave Andreychuk, 223 games as a Leaf, won the Lady Byng with the team.
2016: Eric Lindros & Pat Quinn: Lindros played 33 games and was a lifelong Leafs fan, Quinn is a legendary Leafs coach and the last one to get them out of the first round of the playoffs.