If there are other people out there reading this and considering their own transition to the home-free life–whether for personal, political, environmental or economic reasons–they might be inclined to ask, “what’s the hardest part?”

Well, I’ll be honest about what the hardest part for me is, mentally.

The hardest part is imagining sleeping without the usual degree of safety.

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I have a variety of places in mind that I’d like to go and spend some time writing and relaxing (while homeless).

As for the towns and cities in which I’ll rest my head, the only real requirement is that I have somewhere to write. This means almost anywhere except a dark cave or excessively rainy place (e.g. Seattle). In cities I will probably write on my laptop, in cafés, meaning I’ll need about $3 a day for tea to give myself some legitimacy as a café patron. I’m hoping to busk in order to make this money. I may also do walk-ins offering my services as a dishwasher.

When I’m in remote areas, I’m going to be writing in analog–via pen and paper, that is.

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I have been plotting out the logistics of this experiment/adventure for a couple weeks now.

Originally I was hoping to be able to shed my car; however, on the advice of the Guide to Homelessness blog (see link to right), I decided otherwise. The author advocates having a car, even if it doesn’t run, as an escape from the weather and a place to store your things.

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Home-Free Living:

A Manifesto in Favor of Homelessness as a Lifestyle Choice for the Privileged Class
by Kristen Cheep

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