I honestly believe that Obama would legalize drugs...if it were up to him. Unfortunately, it's not. He's just serving the interests of the people who put him in office, knowing that if he steps out of line and goes against tradition, it's lights out. (By "lights out" I mean one of two things, or both: he would have his reputation ruined and his name slandered in Washington and in the media, or he'd oh-so-mysteriously turn up dead, victim of an assassination like JFK, who was the last US president to follow his conscious and go against the status quo.) Obama's a smart man who HAS TO understand the evils of the drug war, but he's also a politician. Politics is a game, and it's better to piss off the people in the stands, who can be easily manipulated by media saturation and propaganda, than to piss off your coach and teammates, who are the creators of the propaganda.
It's not so much Obama that's the problem (though he too must be held accountable), but the SYSTEM we currently have in politics that is set up to serve a small group of elite, money-hungry bankers, Wallstreet tycoons, and the "big" industries--big oil, big pharma, etc. instead of the People. That's why we will have to vote in someone who's interested in changing the system itself and doing what's right based on the Constitution, like (dare I say) Ron Paul, though he's not the only one who could do it.
We'll never see real "Change" until we stop allowing ourselves to get swept up in the Republican vs. Democrat, right vs. left, and "my candidate" vs. "your candidate" hype during election season, because it's all bullshit. They say what they need to say to get into office, then go back on every word of it. They portray their parties as representing two different sets of ideals, when in reality they both work for the same boss, taking turns controlling the Whitehouse so the majority of Americans get their 8 years to feel satisfied and to feel like their vote actually counted. If you don't believe me, just look at the pattern over the last 25 years--2 terms Republican (Reagan/Bush), followed by 2 terms Democrat (Clinton/Clinton), followed by 2 more terms of Republican (Bush/Bush), and now, magically, we have a Democrat in office. If you don't see something horribly, disgustingly wrong with that pattern, you're not paying attention.