As someone who is on the other side of the fence on this and trying to keep the network secure and preventing data exfiltration there could be a good reason for this. More often than not we have folks doing all kinds of crazy things and ignore what’s in the handbook. For example we had someone who didn’t like MFA for remote access and would use Tailscale to have a remote permanent reverse proxy to their homelab to do whatever work they were doing. What’s funny is that we are not BOFH’s and would have helped them setup whatever they need had they just sent us an email or opened a ticket.
