Montreal Canadiens continue sinking into a historic and endless abyss of despair

It’s a long way down from the top.

There is no more prestigious organization in the NHL than the Canadiens. In many ways — in winning 24 Stanley Cups, with countless legendary players and classic moments along the way — Montreal helped set the standard for what success resembles in the NHL.

But it hasn’t been all sunshine and rainbows for the league’s (formerly) premier franchise of late. The Habs haven’t won a Stanley Cup since 1993. OK, sure. You might be thinking, “Whatever. Winning a Cup is hard.”