Trump has donated heavily to Democrats and Democratic causes. To be fair, it appears that he's given heavily to both sides of the political aisle. Bipartisan campaign greasing is the way in which access is gained and is what one might expect from someone with so many interests, but Atlas Shrugged it is not.
Trump has praised the wisdom of Nancy Pelosi, denounced George W. Bush as "evil," flip-flopped on abortion and, as David Weigel recently pointed out in Slate, promoted government-run health care in his book, The America We Deserve. Of course, changing your mind in the conservative direction is not a bad thing. But running on government-run health care can be a stumbling block to the GOP nomination just ask Mitt Romney. (Of course, opposing it doesn't guarantee you a Republican nomination these days either just ask Rep. Mike Castle.)
Trump's all over the map history in politics suggests that while he might be a multi-talented, brilliant businessman, he lacks a philosophical compass. It doesn't bode well that, according to ABC News, Trump's chief political adviser is an Obama-voting Democrat who once volunteered for the Dukakis campaign. While one might take comfort in the fact that Trump seems to recognize the economic crisis the nation is in, it's a little akin to arguing that your vision is fine because you can see the Goodyear blimp coasting above at 50 feet in the air on a clear, cloudless day. Right now, the problem the nation faces is fairly obvious, when it's less obvious, what would Trump do? Who would guide him?
And if Trump really did want to get into the presidential race and champion the free market, challenge Obama's runaway spending, and reclaim America's position in the world, why would he spend so much time stoking up interest in the president's birth certificate? The "issue," if it ever was one, was decided by Hawaii. But even if one were to believe that the newspaper announcements of Obama's birth were faked at the time due to a conspiracy and a 40-year foreknowledge that the child born on that day would get the opportunity to run against a candidate who would use the economic crisis of a lifetime to "suspend his campaign" and ask his opponent what to do about it, how is that relevant now? Elections have consequences, and Obama is president.