Pretty much anything is better than sleeping on the street. Why would you choose to let your last money run out and then you're stuck somewhere where if you have no reasonable way to afford rent on a low paying job.
For instance, move to Cleveland Ohio. Median home price is $173k. Rent is also cheap.
I don't know, make it work. Whats the alternative? Stay in a city and sleep on the street because you don't want to figure out a bus schedule?
The rich cities that are too expensive to live in are often the ones that provide the most benefits to the homeless, both legal and illegal. Anything from free or discounted food, medical care, laundry, charitable organizations, people who give money to panhandlers, lenient law enforcement, less violent crime, better weather, and easier targets to steal from.
Not to mention your entire support network and your friends are still there.
I think the whole point is to not be homeless. Sure, if you want to be homeless, big expensive cities might be your best bet. And a lot of people that want this lifestyle migrate to these cities for this reason.
For instance, move to Cleveland Ohio. Median home price is $173k. Rent is also cheap.
I don't know, make it work. Whats the alternative? Stay in a city and sleep on the street because you don't want to figure out a bus schedule?