The Quarter Life Headache

I am on the edge of the life decision cliff right now- do I stay at my job that I can't stand but is very secure (and in a city I can't afford!), or do I strike out and try for another somewhere else? The biggest issue is the somewhere else I think. I desperately want to go back to school (thats right, throw some more stress on the pile!), and the graduate program I am interested in isn't exactly offered everywhere. This narrows some places down. Also, my family really wants me to be as close or closer to them. I don't think I necessarily agree with this, but it hurts to not agree with my mother on the phone, so I can't imagine what it would be like to call and tell her I'm moving to Oregon or something. Which brings me to my next point- where would I fit best? Weather, culture, job availablity, compensation, cost of living, accessibility; these are all factors too. Plus there is the BF card. . . .I am not sure if he is factoring in me when he is job hunting in other locales, but I am factoring in him. Obviously, after 5 (on and off) years together, I can't just forget about someone. All things I need to think about. No wonder my head hurts. Its enough to make me want to pack a backpack and hop the next plane to wherever!