By way of Borepatch, I found this rather amusing post on the 1899 Cleveland Spiders.
For those who don’t follow baseball history (or loser history) the Spiders were a major league baseball team. But you would have been hard pressed to tell in 1899: the team went 20-134, the worst record ever in baseball history. (That’s a .130 winning percentage.)
They finished 84 games out of first place. They lost 40 of their last 41 games.
(I would actually kind of like one of the hats, but I’m not sure it is a $49 hat. And the J. Thomas Hetrick book MISFITS! Baseball’s Worst Ever Team