Orlando is my rosary and I click through the beads deftly, without looking.

That is the best description for you living here that I have ever heard.

I wonder, though, if the problem of home in Orlando is more the professional life that has been carved rather than all the other things. Because the main drain of Orlando seems to be the routine (and the soul-sucking job). In Portland you'll start totally fresh—and I think the atmosphere will be more encouraging of dreamers—so you won't have an established click.

(I really do think Portland will be amazing for you; I'm just musing on your comment about already having the things you want in Portland.)