develpr commented on issue #3465: Provisioning new VM with vagrant fails because there is no `vagrant` user URL: https://github.com/apache/incubator-openwhisk/issues/3465#issuecomment-374298412 Confirmed! That was indeed the issue. I for some reason thought that Vagrant would automatically force an upgrade of the base box, or that the base box version constraint was somehow part of the `Vagrantfile`. For anybody who finds this in the future, `vagrant box remove ubuntu/xenial64` and then `vagrant up` (or `./hello`) seems to have resolved this issue for me.
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