@Linkat,
There are many people who agree with you. In fact, it IS a smart move to declare a bankruptcy when a business has no other choice. But that's not exactly what Trump did and that's what sticks in people's throats.
I don't feel sorry for a man who had to "agreed to a bank-set limit on his personal spending and sold his airline, the Trump Shuttle, and his 282-foot yacht, the Trump Princess, which he had bought a few years earlier from the Sultan of Brunei" while general contractors, building tradespeople and wait staff got cheated out of their paychecks.
He kept the same business plan, gobbling up failed casinos for a get-rich-quick scheme and it worked. "Trump brushed off the bankruptcy as “really just a technical thing” that touched only a small fraction of his net worth, telling the Associated Press then, “I don’t think it’s a failure, it’s a success.”
He sold his yacht. Yea, I feel so badly for him.