This is more of a Virtualbox/Vagrant question but should you be moving VMs machine to machine?
Or instead should you be just running vagrant up on each machine and then pulling database/media from Production/Staging on each machine?
Given that the .vagrant folder isn’t committed to git and is overwritten on a new machine I’m discovering a problem here with having all my trellis sites stored on Dropbox. A new machine that runs vagrant up will immediately overwrite the folder, which then gets synced to the other machine.