From @tailscale #Tailscale documentation:
Taildrop permits you to share files between devices that you are logged in to, even if access control policies are used to restrict access to the devices. You cannot use Taildrop to send files to and from nodes you have tagged.
Well, that’s a bummer! How can you expect people to use #Taildrop when users usually tag their devices in order to group them accordingly for easy access control rules?