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Bookmarked because this is what I did to bump Ruby to 1.9.3, finally, on my VPS.
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"I already use PostgreSQL for a few years, but every now and them, when I need to upgrade my local installation, I run into trouble. This is the step by step that I’ve used to upgrade my (homebrew) installation." This worked for me, and saved me a lot of time.
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A good list of tips – lots of compiled stuff needs to be recompiled to x64, and this will be confusing. I am not upgrading quite yet.