I traveled around performing 2 years ago and came back to a city where I had several friends. I had 50 dollars, which i made busking the day I arrived back in town. My car's tags were out of date, my liscense was suspended, and had no insurance, so car was not an option. I luckily had a bike.
To work yourself up, hopefully you have friends, or several friends and you can bounce from couch to couch. or maybe you have a car to sleep in. if not there are ways to build shelters.
If you think you'll have trouble finding a job most cities have several day labor temp places. I would advise going to every other temp labor place first and seeing if they have something, but if not hit up a labor ready, sometimes the work is hard, sometimes it's easy, but you have to sit in the office for several hours before they find work for you, and after an 8 hour day (12 hours if you count waiting) you might be lucky to walk away with 50 dollars. but that's something to start building towards getting a homebase etc.
You may also want to look into food not bombs, there an anarchist based collective that gives food to homeless people. They have been known to let people crash their houses (i was friends with kids who ran a fnb house theres alot of squatters and travellers that run through our city and people were always crashing in and out) so if you can find some of them in the city you plan on being they could perhaps hook you up with temporary shelter.
The stresses of being homeless really really, one more time, realllly suck. It's hard to get your mind focused on more than "what can i eat, where am I going to sleep" it's especially stressful to only have 30 dollars to your name, know that you aren't going to get a paycheck for another two weeks and have to go to work, a 2 cliff bar a day diet isn't that sustaining :P
So i've pulled myself out of homelessness a few times. Sort of goes with gypsy vagabond performer lifestyle sometimes (when not done right lol) It's easy to see how some people give up and buy a drink instead of cheap food and looking for a job.
I would recommend talking to your school and seeing if you can accumulate more debt, learn more knowledge, and have them pay for you a place to stay.
peace
and best of luck
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