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RE: What do YOU do when you're feeling "stuck" in life?
Hey @justinchase, I've visited Portland a few times, which is why I fell in love with it. The energy, people, food, and just about every aspect is so refreshing. I suppose I'm just "over" Phoenix since I've lived here my whole life...it's time for a change. That's a good idea about working remotely. I should explore some couchsurfing-type options so it doesn't cost so much (lodging is always the most expensive part of traveling in my experience.)
Airbnb has cut costs for lodging pretty significantly, you can now rent single rooms in home, some of which have personal bathrooms (others are shared with the people in the house). I did that when I moved to Phoenix, since I didn't have an apartment lined up yet.
I figure if your job will let you work remotely (and you don't like it that much anyways), maybe you can use it as a way to explore new places and find your new home.