It sounds like this Homeless Odyssey might be morphing into something that involves crossing borders. I wish to strongly caution the OP that if he shows up at a Canadian border post, he will be questioned closely about his travel plans in Canada. U.S. citizens do not need visas to enter Canada for short tourism purposes... BUT the Canadian Border Services Agency folks will still refuse entry to a traveler who appears to be planning to hang out in Canada for an indefinite period of time ("What is the purpose of your trip and how long are you planning to stay in Canada?") and who can't show evidence that he can support himself financially while in Canada. They would want to see that you have a bank account with enough money in it to finance your sojourn in Canada in any case, and that you can access it from Canada. Remember you cannot work legally in Canada without a work visa. Not having a home address in the U.S. to return to would also be a red flag as further evidence that the traveler intends to "move" to Canada and work here illegally, which would also result in refusal of entry. The OP's penchant for long rambling self-contradicting answers would annoy the border folks even more than they do the Forumites, the latter who, I think, are genuinely trying to help the OP accomplish his dream. The border agents just want to keep deadbeats out of the country. Please, I'm not saying the OP is a deadbeat, just that he might look like one to the people who secure our borders against them.

We hear American friends occasionally say, jokingly, "If this gets any worse, we're moving to Canada." We know they don't really mean it, but it is actually nearly impossible to move to Canada from anywhere unless you have a job offer or a few million dollars of assets you can invest, beyond your living expenses. A word to the wise.