Worst case scenario: I don't get any of the three positions I just interviewed for. However, because I'll be in Redmond, I can borrow copiously from the company library and study, study, study in preparation for future interviews. I can live on $10 a day in the meantime.
Best case scenario: The Microsoft recruiter calls me in the next week to announce that I have an offer. I accept, and I'll be ready to start work the minute they ask.
I know it's a risk to throw in the towel at FileMaker in the face of uncertainty regarding any employment in the Redmond area, but you know what? It's an acceptable risk. It's certainly not as risky as quitting your job and going on a road trip for nine months. Most importantly of all, my time in San José has come to an end. I don't need to stretch it out any longer; instead, I need to move on.
As of next week, I am living in Redmond with my marmot.
I am happy.