Buffalo Sabres
The Sabres have endured a dynasty of disappointment as they annually break their fans’ hearts. This makes them one of the most difficult franchises to support because they don’t do anything positive. In the 2000s they made the Eastern Conference Finals twice.

But the reality is that they’ve done nothing since. The Sabres tanked multiple times with a false dawn in 2018-19. That’s when they enjoyed a 10-game hot streak but they quickly regressed. Buffalo is a badly-run franchise and there isn’t much hope on the horizon (via The Hockey Writers).