I've bootstrapped successfully three times, and have seen it from the other side.
Some people just don't get it. They have ideas that are so bad someone who "gets it" wouldn't even conceive of it as a possibility - the way that someone with Asperger's does unimaginably dumb things in social situations.
Unlike Asperger's, though, people that think this way aren't a tiny minority with a diagnosed disorder but ~70% of the population.