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    Introducing Netgate Nexus: Multi-Instance Management at Your Fingertips.

    How to update to the latest Tailscale version?

    Scheduled Pinned Locked Moved Tailscale
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    • CarlMRossC Offline
      CarlMRoss @IamGimli
      last edited by CarlMRoss

      @IamGimli

      I stopped using the logout command in the last update; as far as I could tell, it does nothing after 'service tailscaled stop'.

      At the end of last year, I decided to do a clean restart and, afterward, apply all Tailscale updates and settings changes via SSH. I uninstalled the tailscale package, then deleted all leftover tailscale files and settings. After that, I reinstalled the package and then updated Tailscale via SSH from Freshports. Since then, no errors, no need to generate new keys or re-authenticate.

      I always need to re-advertise routes after every update and after the rare pfSense reboot. I have searched for a solution, but none of the suggestions have seemed worth pursuing.

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      • V Offline
        veddy254 @IamGimli
        last edited by

        @IamGimli

        tailscale logout is not required to prevent the corruption event. The only thing that is absolutely required is to manually stop the tailscale service, whether by disabling Tailscale in the VPN menu of the Web Configurator or by command-line as @CarlMRoss alluded to. I just tested this myself as my pfSense box was still running 1.94.1 and had no issues.

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        • E Offline
          elvisimprsntr
          last edited by elvisimprsntr

          New Tailscale pricing. Positive changes overall

          https://tailscale.com/blog/pricing-v4

          +Unlimited devices, up to 6 users
          -3 ACL groups, 50 tagged resources
          ?1000 (Temporary) ephemeral resources

          Screenshot 2026-04-09 at 3.56.34 AM.png

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          • E Offline
            elvisimprsntr
            last edited by elvisimprsntr

            No login or authentication issues this time.

            Updated CE 2.8.1 to 1.96.4_1

            Freshports

            pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/quarterly/All/tailscale-1.96.4_1.pkg
            

            Changelog

            I 1 Reply Last reply Reply Quote 0
            • I Offline
              IamGimli @elvisimprsntr
              last edited by

              @elvisimprsntr said in How to update to the latest Tailscale version?:

              No login or authentication issues this time.

              Wasn't the case for me. Even though I stopped the Tailscale service before updating, I still had to reauthenticate using the existing key. Thankfully it didn't take much time to fix thanks to the discussion here.

              It's weird that it's so unpredictable though.

              CarlMRossC 1 Reply Last reply Reply Quote 0
              • CarlMRossC Offline
                CarlMRoss @IamGimli
                last edited by

                @IamGimli

                Updated to version 1.96.4_1, no issues, no errors.

                System: pfSense+ 26.03, Tailscale Package 0.1.9_2, Package Dependencies: tailscale-1.94.1, Freshports-tailscaled version 1.96.4_1

                I’ve seen unpredictable behavior since I started doing FreshPorts updates on pfSense+ 24.x. What has worked better for me is stopping the service before the update and restarting it afterward. After reboots, I’ve sometimes had to run some version of service tailscaled stop, service tailscaled start, and tailscale up to get things stable again.

                CarlMRossC 1 Reply Last reply Reply Quote 0
                • CarlMRossC Offline
                  CarlMRoss @CarlMRoss
                  last edited by

                  said in How to update to the latest Tailscale version?:

                  Updated to version 1.96.4_1, no issues, no errors.

                  Updated to version 1.96.4_2

                  service tailscaled stop
                  
                  fetch https://pkg.freebsd.org/FreeBSD:16:amd64/latest/All/tailscale-1.96.4_2.pkg || exit 1 && pkg-static add -f tailscale-1.96.4_2.pkg && rm -f tailscale-1.96.4_2.pkg && service tailscaled start
                  

                  After upgrading pfSense+ to 26.03, I added advertised routes in the Tailscale web GUI, and there have been no issues with Tailscale updates or pfSense reboots since then.

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                  • E Offline
                    elvisimprsntr
                    last edited by elvisimprsntr

                    Updated CE 2.8.1 to 1.98.2

                    Freshports

                    pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/quarterly/All/tailscale-1.98.2.pkg
                    

                    Changelog

                    1 Reply Last reply Reply Quote 0
                    • E Offline
                      elvisimprsntr
                      last edited by elvisimprsntr

                      Updated CE 2.8.1 to 1.98.3

                      Freshports

                      pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.98.3.pkg
                      

                      Changelog

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                      • E Offline
                        elvisimprsntr
                        last edited by elvisimprsntr

                        Updated CE 2.8.1 to 1.98.4

                        Freshports

                        pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.98.4.pkg
                        

                        Changelog

                        1 Reply Last reply Reply Quote 0
                        • E Offline
                          elvisimprsntr
                          last edited by

                          Updated CE 2.8.1 to 1.98.5_1

                          Freshports

                          pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.98.5_1.pkg
                          

                          Changelog

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