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So I have been homeless living in a tent in the local suburban woods before, but a friend of mine ended up doing so in the coldest part of winter.
Survival solution: double walled tarp lean-to with a 55 gallon steel drum cut up into a burn barrel a few feet away. It was like being inside in the heat on the coldest, snowiest day of winter even when we had lake effect snow and temps were under -10F.