It's actually quite simple. Yes, bankruptcies are a problem for a lot of people in this country. The difference is that Trump is running for office to be the leader of the free world. He can and should be criticized for his bad business decisions that lead to multiple bankruptcies. If he can't run his own businesses properly, how can he make good decisions at the macro level of the federal government?

The stakes are never higher than when it involves someone running for president - end of story.