I feel a bit silly for not noticing this before. Over the last year or so I've often wondered when ssh added protocol-level support for session resume. I'd open my laptop on a new network and everything would be ready to go. But of course, it's nothing to do with ssh, it's just that I started using tailscale.
And really they didn't even do anything special. This was a killer reason we loved Wireguard at our company and pitched heavily to keep it around to he company who acquired us and wanted us to switch to their VPN Appliance instead.
The main thing a big company IT admin wants is control over the users. At a previous company, they would ship really crappy software, by our own admission, to "enterprise" customers and all we had to do to keep them happy was to give a fancy control-panel that make then feel like king.
Yes, flattery works, pandering-to-ego works. Too bad, you can only push it so far...at some point, CTO/CEO notices.
Agreed. In this company the IT team was being spread thin without their budget being increased so Tailscale was the obvious solution here, but a non-starter for them. "We already pay for a VPN. Let's just use that."
We managed to survive with our solution for a while thanks to it being super simple and "free" besides the instance running wireguard. Last I heard (I left), they shut that all down a few years ago.
