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Consider this possibility please for him saying this: Obama and McCain are both Targeting independents to bolster their base support. One question is, how large is their base support? Obama's will hopefully be good, if we can have enough dissociation between personality/history and common interests. McCain's base is already on somewhat shaky ground, especially with evangelicals, possibly demonstrated by his appeals to "agents of intolerance" like Robertson ad parsley, additionally to his Flip-Flops on tax issues.
So how do we erode his base further? Well, who does his base support now? Arguably bush (yes those 19% ignorami who think "everything is fine"). Now when Obama says that McCain would be a better president than bush (while not explicitly stating that McCain would be better than himself or clinton) how is McCain going to react to this?
If he says "YES, I would be a better president than bush" he'd risk eroding support from some of his base. Whether he'd pick up enough independents to make up for it, is an open question especially since he'd be competing for these voters with Obama(who would hopefully have solidified his OWN base). If he says no, then he risks alienating independents while solidifying his base.
In general, a part of Obama's message is, we need to stop being afraid of saying when a republican may have a good (progressive)idea,because what it can help to do is divide and erode their base, while putting pressure on others, to avoid this divisive base and work with the other side(democrats) to get things done, or risk losing to the side that shows a willingness to avoid gridlock (even despite the fact that solutions vary) Obama's bet is that people appreciate those who aren't afraid to express what they actually believe in, and personally, during their time in the senate, I'd rather have Lincoln Chafee as my senator than Zell miller.
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