I can't recommend the 99% spinoff podcast "According To Need" enough, really illustrates the situation well & humanizes the problem in a way that isnt done enough. https://99percentinvisible.org/need/
Not a great podcast. It cherry picks the stories to highlight the 1% of homeless who people can empathize with, and leaves out the drug addicts, alcoholics, and dangerously mentally ill that they can't.