It is a callous but true statement that, if you kill off all non-successful humans in a city every winter just from the cold, there's not going to be many non-successful humans in that city.

We want to take care of our disadvantaged and the least of us. But that simple statement of fact stands: Homeless who are homeless for more than a year are a finite population that grows fairly slowly over time, and contracts pretty much only with their deaths. Very few homeless who've been unable to climb back after a year, overall, climb back ever again. Some do, but statistically negligible.

Every effort to long-term "sustain" the homeless, is analogous to an effort to increase the overall numbers of homeless. It would benefit "the homeless" as a class more to spend money on cops to kill drug traffickers, than to overnight-house the homeless, because it will stop future homeless from existing in the first place.