1. Chicago Cubs (2008)
The Cubs love to say ‘This is the season.’ But it usually isn’t the season. This was the case again in 2008 because they definitely didn’t win the World Series. The trouble with this franchise is that they court expectations. Their hyped teams find themselves in tricky situations because they drive their fans into a frenzy. Then, when they inevitably flop, their fans’ passion reflects back onto them.
After a 97-64 season, the Cubs faced the Dodgers in the NLDS. They had the likes of Aramis Ramirez, Carlos Zambrano, and Derek Lee on their roster. Meanwhile, they had the best record in the entire National League (via Fansided). They believed that this was finally their season but it wasn’t. They capitulated against the Dodgers as the West Coasters swept them across the series.