Charles Widmore, Villainous Flip-flopper
At the end of season four's "The Shape of Things to Come," Ben Linus and Charles Widmore have an ominous face to face, one that suggests a rich, hateful history and a bloody future, and all but cements Widmore as the de facto villain of the series. Well, forgive us for taking the title of the episode literally, because that is hardly the way things play out.
The series eventually refashioned its central war from the decades old rivalry of Ben and Charles into the centuries old sibling rivalry of Jacob and his brother in black. So where did that leave Widmore, who, up until then, was positioned as a scary gazillionaire desperate to harness the powers of the Island at all costs (and also as a really mean father-in-law)? Well, after the admittedly cool twist that he was actually an Other, and formerly the head cheese of the whole clan before Ben deposed him, Charles Widmore unceremoniously fell to the wayside.
He told Locke that he was one of the good guys, while Ben told Sayid that he was a danger to everyone while they jetted around the globe murdering his friends, and everyone played it too convincingly on both sides. Where did that leave us? Confused. Nevertheless, we waited to see how he would impact the great Jacob-Smokey beef when he finally arrived, and when he does he's suddenly on the side of the angels thanks to an (off screen!) visit from Jacob that set him straight.
This is the guy who was portrayed as the Devil for roughly a season and a half, beating people up, intimidating others, dispatching murderers to the island and planting a fake Flight 815 for the world to find, complete with dead bodies. And now he's a good guy because Island Jesus sat down with him. Off-screen.
Let's not even get into how casually his death is treated when Ben finally shoots him—or how it negates the implication that they couldn't kill each other. Very, very sloppy stuff.