It's interesting that you mentioned the newspaper model, because that's actually what I had it on the back of my mind when I wrote my comment above: The newspapers you are referring to actually have a history rooted in social-justice activism and grassroots movements, which are very different from the patronizing approach McConlogue decided to take. I do not see a minimal interest in his Medium blog, in the video, or anywhere else related to the homeless issues, their lives, how they got there, and so on. To the contrary, his choice of words are actually offensive and demeaning.
I suggest you take a look at his Medium blog.