You can criticize the poor and homeless, but too many completely reject the idea that their struggles can be something other than self-imposed. That rejection turns criticism into bigotry.
They write a long post about how people who are homeless "don't get it".
They say things like "go to the public library", and "quit blaming the economy".
They say things like "I make sacrifices, I toil, I struggle, but I make it work."
I've edited the OP a bit - maybe this explains the bits I concentrated on.
"I can't tell you honestly why [...] I would be so driven. Why [...] I would be curious enough to seek out the books, essays, podcasts, and blog posts that have shaped my entrepreneurial character.
Why was I drawn towards the heroes and role models that I was - business and technology leaders, instead of rock-stars or athletes - who inspired me towards a particular path?"
It feels to me like it's hateful, obnoxious, vile writing. (Other people disagree, and that's fine.) People who are homeless do not have entrepreneurs as role models? People who are homeless do not have intellectual curiosity? The economy has no affect upon a person's ability to gain employment? People who are homeless did not struggle hard to make things work before the rug was pulled?
I sincerely wish AVTizzle never has to experience homelessness. But perhaps they should temper their remarks about homeless people until s/he's met a few or been in that situation.