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vagrant-windows is not working at all on OS X at the moment. https://github.com/WinRb/vagrant-windows/issues/177

Near as I can tell the issue has to do with the WinRM gem, which I'd debug myself, but looking at the source and what it does, I am woefully unequipped to debug that issue without spending a lot of time that I should be spending on other work. I'm simply too far removed from the Windows world to even know where to begin.



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