I wouldn't call someone who was born into riches and loaned a million dollars interest-free who later declared bankruptcy four times and is being sued for fraud a "successful businessman." Actually, that may be a good thing, look how Bruce Rauner, a truly successful businessman, is totally screwing up Illinois governance. Christ, he's worse than the incompetent Quinn and the two jailed felons who came before him.
You can no more run a government like a business than you can run a business like a government. Just because you can drive an eighteen wheeler doesn't mean you're fit to race a motorcross, or even a Formula One.
The press is anti-Trump because they're not mindless fools.