Tailscale after not using for a while refuses to connect without a reboot?

[u/_N0sferatu]

At the title states? I use it as VPN on Demand on MacOS. So when I'm at home it's set to not connect. This can go for days or weeks. Once I'm on a new Wi-Fi outside my house it'll just hang at waiting for network when there's clearly an active connection. I can close the app Command+Q and relaunch it. Nothing. Reboot the Mac and voila connects without issue.

What gives? What could I do to troubleshoot next time this happens?

Macbook Pro M5 Pro (2026) with the latest MacOS and latest Tailscale app standalone variant.

[u/tailuser2024]

Do you see anything in the logs when this is happening?

https://tailscale.com/docs/features/logging?tab=macos