Great until Tailscale fails either completely or on that node. I did something similar but this was how it completely broke - once on a Raspberry Pi two metres away and once on a VPS two continents away.

Recoverable via console access but disruptive.

Still using Tailscale but have redesigned my setup and keep coding agents on a short leash. Also switched to internal Forgejo for speed and use GitHub as a push mirror.

I like a lot of the ideas in Tailscale, but I think I adopted too much of it in a fug of excitement and power.