If we somehow get another .com bubble to make him look good. As time goes on, we get more and more acknowledgement of Clinton's lack of success -- he left office with a recession, the black community made no economic progress (nor did most of the poor), wealth centralization really got it's legs under Clinton, he weakened the military and ignored major threats to our security, and the one time he did seek military action he left the nation looking like fools and gave Bin Laden the idea that with a little blood, America would go running. But, the Economy was great, which had nothing at all to do with the government -- unless you buy the Republican line that cutting capital gains taxes had a huge affect (I'm not at all sure that the capital gains tax made any difference given the huge impact of the technology revolution at the time -- that would have happened either way).
Clinton, though, had so much more experience and smarts than Obama. Hell, even I'd start thinking of voting for Clinton when I'd watch him talk. Aside from the fact that he gets about the same media treatment, Obama doesn't hold a candle to Clinton as a politician.
What's the deal, by the way, with the constant media references to what a great speaker Obama is? It takes the guy 5 minutes to say a single paragraph because of his tedious pace. I've tried listening to him talk, but have decided that reading the transcripts is more efficient and less annoying.