#1: Kerwin White
Sometimes, the WWE puts out a gimmick that is so painfully bad, you have to wonder exactly how it managed to pass through their creative process without someone questioning it.
Such was the case with Kerwin White, Chavo Guerrero's racist, golf-playing middle-class American character who legitimately used to say the line 'if it's not white, it's not right' on television.
At the time, Guererro had just come out of a pretty successful run as Cruiserweight Champion and the decision to change his character was incredibly strange.
As White, Guerrero had a famously horrendous feud with Shelton Benjamin and also introduced the WWE Universe to Nick Nemeth, who of course, would later become Dolph Ziggler.
The gimmick was dropped fairly quickly by the WWE followed the unfortunate death of Eddie Guerrero but Chavo Guerrero never really managed to recover as a credible character in the WWE following this run.