#9 Broken/Woken Matt Hardy

The Gimmick in a nutshell: Um, it's actually IMPOSSIBLE to explain this gimmick with any sort of brevity. It's Matt Hardy, only really, really freaking weird.
Matt Hardy had struggled for over a decade to escape from the shadow of his more photogenic, more athletic brother Jeff, the Charismatic Enigma. Whereas Jeff Hardy was a rock star who happened to be a wrestler, Matt Hardy was sort of a plain wrestler.
That all changed during his run with TNA/Impact where he developed the Broken Matt Hardy Character. Speaking with a British accent, re-naming everything under the sun, and promising to 'delete' any wrestler he found to be 'obsolete,' Broken Matt Hardy actually made him into the more popular and famous of the Hardy brothers.
Why the gimmick managed to work: Part of the reason is it's just so bizarre. His propensity for speaking in riddles and cheerful yet disturbing persona is definitely a factor. Add in his innovation in how wrestling is filmed and presented to the general public and you have a dark horse hit that revitalized his career.