I have exactly the same problem as JohnH
I run DSM 7.1.1-42962 Update 5 on a Synology nas 1618+
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I uninstalled tailscale from .
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Reinstalled it, but trying to login, it goes nowhere.
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I removed the nas from the tailscale machine interface and did the 1 & 2 steps again but nothing improved.
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I checked the nas firewall, and found nothing special.
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I Suspected a problem with the router but having a 2nd synology nas, I have been able to install Tailscale and had not problem to login.
Anybody having an advice to solve that problem (same DSM version and nas model : 1618+) ?
Thanks a million.