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I second the op, it's hard to just be homeless when it gets freezing cold. Put differently, if I had to choose a place to be homeless, I'd start by choosing a place with good weather, that's a (hypothetical) fact.

People start where they are. Hitch hiking and train jumping are both very dangerous. It's no simple matter to "choose a place with good weather."

Free bus rides to wherever in the US based on someone else's word over phone call

https://www.streetsheet.org/homeward-bound-program-offers-fr...

Do you know that it's true that per-capital NE cities invest more into shelters? View from Seattle, an enormous amount of money is spent on homeless outreach and shelters that I have never seen reflected in any other area (other than the Pacific rim).

Have you ever been to a homeless shelter? There's a reason homeless live on the street even in areas that have shelter availability.