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Originally Posted by Andreas  What are some of the main things that people need to know before they do this? And how to do this? |
It can be fairly simple for starting off. If you plan on staying in your car, simply find a place you feel safe parking at night and have somewhere you can park during the day as well. If staying in a hammock, find a spot you feel comfortable setting it up, with your other possessions placed wherever they won't get wet (I always kept most everything in the car, though if you have few things and no car, a waterproof container or something with a trash bag for a liner would do).
Have enough changes of clothes to keep you clean until you wash everything (this will depending on whether you plan on washing your clothes in a sink every couple days, or take a batch to the laundromat every week or so. I do the latter.).
Have whatever toiletries you need to wash up every day or two. I place everything in a nice bag for when I walk into the gym for a shower in the morning, fitting in perfectly.
As it gets cooler, have enough layers of clothing/blankets to keep warm.
I went back to sleeping in my car a couple weeks ago, no longer being so worried about anyone seeing me. With sweatpants, socks, a coat, toboggan, and quilt, I've felt fine even as the weather falls into the low 30s. I started paying $100 per semester for a spot in a parking lot a couple miles from campus, though in the evenings I still make use of the free parking near campus. I've enjoyed having everything within reach in my car. I can drive somewhere and not worry about forgetting anything, as I essentially bring my home with me whenever I go out.
Most things you'll learn as you go. You'll find new areas you like staying, new places you can log online (or you can get a cellular card with a notebook and not worry about looking for computers), and so on. Part of the fun is getting to know your area better and becoming more resourceful. A lot of the specifics depend on your individual case, such as whether you actually need internet access, what you need to be wearing, what items you need for carrying out your daily activities and so on. In general though, none of it need be that complicated, the challenge lies in just getting started and trying it out.
My current (no) housing situation is fun as a short to medium term activity, and it provides excellent mobility, but in the long term I won't be surprised if i end up with my own comfy little house, I just don't see it as an immediate necessity.