While waiting for someone in the hospital I recently played the fun game of "how can I work around their firewall stopping me from connecting to tailscale" that they kindly provided.
It was just blocking new connections. Via SNI. Tailscale's control plane turn out not to care if SNI is sent. Tailscale's app let you set a custom control plane... like a local proxy that forwards connections to tailscale's servers without setting SNI.
This may very well be the system in use.
I've seen this effect in several places, not just my work.
Of note: I do not work in the tech sphere. I suspect that this particular loophole may be used by IT personnel to be able to tell the management "yes, we block VPN use" while letting them continue to use their own VPNs. I see no reason to complain.