Sports figure(s) involved: Isiah Thomas
Year: 2007

The final black eye on Isiah Thomas' disastrous tenure with the New York Knicks came in the form of a very messy and very public sexual harassment accusation from former Knicks marketing executive Anucha Browne-Sanders. Saying that Thomas had harassed her by calling her a "bitch" and a "ho," and then fired her in 2006 for complaining about the harassment, Browne-Sanders would end up winning the case and settling for $11.6M in damages.

Luckily for Zeke, the one who got left picking up the tab was Knicks owner James Dolan. Regardless of who paid it, though, the whole fiasco didn't exactly make Knicks fans nostalgic for their one-time GM and coach. And, in case you were unaware, they weren't really that fond of him in the first place.