Hello,

My impression here will be if you stop that vagrant box, and turn it on
from the VMWare GUI, vmware should give you the same message. If this is
correct, then it looks more as a VMWare feature.

On the other hand, if vmware boot ok, and vagrant fail, then that will
require more review and seems something more into the vagrant side of
things.

Any chance you can do that test?

At any point you can contact support at hashicorp.com for Vagrant + Vmware
integration question/issues too.

As for VPN, I personally have a VM where I run the vpn software plenty of
issues with different clients, etc.
I can understand is not a valid suggestion for your case, just sharing my
personal opinion on vpn.

Thanks
Alvaro.

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