Being hopeless isn’t just about losing. That’s why it’s not the Astros or Cubs. It’s not about expectations, which is why the Yankees aren’t there. It isn’t about fan anger, bad front office decisions and missed opportunities. That’s what keeps the Phillies out of the list. And it’s not about being cursed.
Nope: it takes a special mixture of losing and team circumstances. Which is why, according to Grant Brisbee at SB Nation, the Colorado Rockies are the most hopeless franchise in baseball.
Go check out his reasoning, which is hard to argue with. He also touches on the relative hopelessness of some of those other franchises mentioned above.