OSX: Fixing Python + Virtualbox after upgrading to Mavericks

I've just done the upgrade to Mavericks on my work machine. All went pretty well but there were a couple of hitches. Both Python and Virtualbox had some issues.

Fixing Python

Fortunately my dev env are all safely tucked away inside an Ubuntu VM however the Python on OSX got a bit messed up with the upgrade. Pip, virtualenv and virtualenvwrapper all seemed to be borked and easy_install was broken too.

How to fix easy_install?

Fortunately the answer is here: http://stackoverflow.com/a/12574436/156158

And after quickly re-installing pip I was then able to reinstall (via pip) virtualenv and virtualenvwrapper.

Fixing VirtualBox problems with OSX Mavericks

VirtualBox failed to start requiring a re-installation then I found two separate problems

  • Virtualbox VMs fail to start after a reboot.
  • VMs are completely unable to shutdown (if not running headless) so OSX hangs on shutdown.

Fixing Virtualbox Startups and Host Shutdown

As pointed out here VirtualBox 4.30 on OS X 10.9 Mavericks the problem is caused by kexts (Kernel Extensions) being loaded that are from an old version of VirtualBox.

To fix this I just backed-up the VBox*.kext files in /Library/Extensions and then removed them. I then re-installed VirtualBox. On the next restart the VMs were starting up fine.

I'd seen another post suggesting running VMs as headless so the vms shutdown properly. However with the old kexts removed everything seems to shutdown fine.

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