I admire his gusto, and there is something to be said about breaking with the patterns of traditional living for even a short period of time. "The sleeper must

I admire his gusto, and there is something to be said about breaking with the patterns of traditional living for even a short period of time. "The sleeper must awaken." However, the downsides to vehicle dwelling are numerous (and well described in the comments here); It's a lifestyle probably incompatible with the focus needed for startup level productivity. I had a similar (crazy) adventure once, based out of a minivan, and my experience was that vehicle living causes a fair amount of stress and doesn't let you easily recover from it. Vehicle sleep is not usually restful sleep, since issues of personal security and lawfulness are always on the edge of awareness. What a car lacks is the basic benefit of home: A place to just relax and have a bit of safe, secure quiet, and for god's sake not have to worry about where your laptop is at the moment. Bottom line is that a vehicle is not a good place to personally "reset". And if you're planning on working super long days both because you're dedicated to a project and have no other place to go besides the office, that's a formula for burnout. Most significantly though, he's going to have a devil of a time not being noticed as a potential target at night in his small sedan, which lacks non-obvious provisions for visual privacy or ventilation. A van or minivan would be much better; you can curtain the windows without drawing suspicion from your neighbors. My minivan experiment lasted about a month. From there, I moved to a sailboat with all the attendant conveniences of a well equipped marina. During this time, I had a steady job and girlfriend (god bless her), but even with the relief of crashing at her place once in awhile, it was only a matter of months before my dreams of road-and-water-borne freedom transformed back to visions of walls and a roof of my own. YMMV ;) P.S. As others may have mentioned, AirBnB and CouchSurfing.com are infinitely better solutions to Kurt's stated purpose. But I suspect there will be no dissuading him. When the sea calls, the sea calls.