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As a general rule, don't upgrade anything in the middle of a project. Just wait.
what about time machine? has anyone here actually used it and does it work?
here's a foolproof solution for you. get an external drive or add another internal drive and do a fresh install of osx and your apps. then you can update everything and see what happens. if it's cool, then you know you can update. if it sucks, then you boot up from your old drive and nothing about it has changed.