Source for your claim?
It's estimated he Inherited $40M http://www.politifact.com/florida/article/2016/mar/07/did-do...
Trump himself claims he started off with "a small loan of 1 million dollars" https://youtu.be/mkKBXJRySFw?t=20s
https://www.youtube.com/watch?v=TXEOFHf1q9A
On the other hand, that's less than the investment funding I've seen to some folks on HN, and it's the same amount of capital that would be required if you wanted to open a McDonald's store [1]. But I think a majority of people would regard that as starting from a wealthy position, and certainly not bootstrapping anyway.