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Given that housing prices are almost completely dictated by location, you have to ask yourself, is living in the Bay Area a must for you? Are the only companies that offer you the career opportunities you want located there? Does the, um, attitude make you feel right at home? Is the social scene right up your alley? If you went back to MI now, would you think, "Ahh, I'm home!" or "Ugh, what an armpit, this is SO beneath me!"
But your basic assessment is correct. You're coming up to the part of your life where you should be thinking about buying a home. If you find you can't where you are now, it's probably not you that is the problem.
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