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I'm fairly certain this is fixed in sage-5.8.beta0 (and later). There was a bug where the Mac app sometimes didn't properly recognize the running server (and therefore wouldn't shut it down properly) which sounds like your problem here. If you want you can download the latest development version and compile it yourself. Or apply trac_11026-fix-parse-error.patch manually to your current version and rebuild the application. Neither is entirely trivial, but we can give you instructions if you would like. If not, you can just wait until the next release. Or I could probably send you a version of the app that I built on 10.8.2 (which I think should work on 10.6.8).