Because I think the author is unfairly JUDGING people claiming they're 'judging' homeless people? I imagine most of the population of the United States has never had an interaction with someone they would describe as homeless.
Not everyone is judging people for being homeless, most just don't have context for actual homelesness. The bulk of their encounters are people hanging outside of gas stations "hey man, ran out of gas, laid off, kids and wife back in car, dog died, trying to get to dying grandma, could you spare 20$" or the people with a cardboard sign "homeless need money" working traffic lights day after day after day after day.
People judge what they see, most people don't see the kind of homelessness that downtown San Francisco has, or NYC has. Most of the country is suburban or rural.
What I'm saying in this thread is, the author seems to be incredibly myopic using his own limited experience as a way to judge others for judging.