My tailscale token expired again, so I had to reauthenticate. I logged in to Tailscale, I connected to selected network, the pop up showed up that token is refreshed and I can close window. And I stucked in the loop, because my nas is still not connected.
I have newest version of tailscale and dsm. What can be the issue here?


That is default setting ;)
Sure, but you can go to Machines, and the three dots to the right hand side, and enable or disable key expiry.