I’ve been an Obama supporter for a long time. There’s no correlation between experience and success when it comes to the Presidency. Our previous least-experienced President was probably Abraham Lincoln. Most experienced? Well, Herbert Hoover ought to be in the running for that; George Bush Sr. as well. Kinda makes you think, doesn’t it?
Barack Obama is exactly what he seems: terrifically smart, well-intentioned, utterly free of the personal insecurities that drive far too much of the decision-making in the current administration, and eminently electable. He stands a much better chance of winning against McCain than any other Democratic candidate would have. The canard that he’s light on policy simply confuses a primary-season tactic for a general electoral strategy. There’s no point trying to out-wonk Hillary Clinton, but that doesn’t mean he hasn’t done his homework: when the time comes, it’s there in reserve.
I’m not unquestioningly for the Democrat in every election, by the way. It’s just that the Republican Party has abandoned all the principles that ever would have made it attractive to me or to any other conservative leftist.
“Conservative leftist” is not a contradiction, it’s just a description: someone who believes that progressive taxation has proven itself over the decades, and that the major role of government is to step in and regulate situations where individual actors trying to maximize their own benefit would harm everyone’s interests (including, in the long run, their own). In other words, the government’s main job is to prevent game-theoretical dilemmas in which we all lose because there was no one to say “These are the rules, and for society to work, the rules must be honored.”
Some of these rules are easy: don’t steal things, for example. We all understand that even though it would be to any given individual’s benefit to break into houses and steal consumer electronics, it’s better for all of us if nobody does that, because then we don’t have a situation where every homeowner has to pay the individual rate for constant surveillance over their property.
There are lots of rules like that, or should be: don’t poison the environment, even though you can manufacture something more cheaply if you pollute. Don’t put your workers in danger, even though safety measures will cost money. Don’t lie in your SEC prospectus, because even though you might make out like a bandit at the public offering, we’ll all suffer if everyone’s lying about their company’s worth all the time. Don’t chop down those trees, even though you can sell a lot of paper and construction lumber if you do, because it’s the last forest standing in this area of the state. And so on…
The Republican party somehow decided that deregulation and pushing the envelope were inherently good things, and failed to realize that we’d established the envelope for a reason. That’s the “conservative” part of “conservative leftist”: what’s worked in the past should probably be kept. Unregulated  industries cost us dearly: the savings and loan scandal (remember that?) was a result of deregulation; the subprime mortgage crisis was probably a failure to regulate in time.
The conservative in me says “Why don’t these so-called ‘conservatives’ get it? Don’t they see that the idea of government regulation should be, well, conserved? That it has worked? That it has a record of successfully preventing fairly obvious problems? That collective action is cheaper than individual action, because of economies of scale?”
Barack Obama gets this. Hillary Clinton does in part, but not in her bones, and she doesn’t understand how to communicate it, how to convince people of it. She’s not going to make this particular kind of change happen, except at a small scale, in areas that she was already paying attention to and where the damage is most obvious. Obama might not succeed either, but at least he understands the task. Yes, Hillary Clinton adopted “change” as a rhetorical strategy when she saw how Obama was using it… but while she has the words, she’ll never have the tune.
Also, he was firmly and publicly against the Iraq War from the beginning, and Hillary… Well, sorry, that’s one vote I just can’t forgive. Judgment when it counts means a lot more than experience.