After working on this a bit more, this problem is probably caused by Secure Boot being enabled on my dual-boot (w/ windows 10) system.
https://askubuntu.com/questions/760671/could-not-load-vboxdrv-after- upgrade-to-ubuntu-16-04-and-i-want-to-keep-secur -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1775672 Title: virtualbox-dkms installation hangs in 18.04 To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/virtualbox/+bug/1775672/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs