Sure as politics/politicians don't screw up. So far, I'm not impressed at all by the Conservatives since 2006. They've did nothing good for the city. Actually, they did something but it was always bad for the city, like the light-rail cancellation.
"However, the Leafs have not won the Cup since 1967, giving them the longest-active Cup drought in the NHL, and thus are the only Original Six team that has not won the Cup since the 1967 NHL expansion." Favorite phrase on the Toronto Maple Leafs Wikipedia page.