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    How to update to the latest Tailscale version?

    Scheduled Pinned Locked Moved Tailscale
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    • W Offline
      Wolf666
      last edited by

      I am receiving this trying to update:
      ld-elf.so.1: Shared object "libutil.so.10" not found, required by "pkg"
      I am on pfSense 25.07.1, it is the first time I see it, I never had issues updating manually.

      Modem Draytek Vigor 130
      pfSense 2.4 Supermicro A1SRi-2558 - 8GB ECC RAM - Intel S3500 SSD 80GB - M350 Case
      Switch Cisco SG350-10
      AP Netgear R7000 (Stock FW)
      HTPC Intel NUC5i3RYH
      NAS Synology DS1515+
      NAS Synology DS213+

      C 1 Reply Last reply Reply Quote 0
      • C Offline
        CarlMRoss @Wolf666
        last edited by

        @Wolf666, I have the same version as you and the same problem. Found this solution with Grok:

        fetch https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.88.3_1.pkg

        IGNORE_OSVERSION=yes pkg-static add -f tailscale-1.88.3_1.pkg

        It may be possible to do it in one step,
        IGNORE_OSVERSION=yes pkg-static add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.88.3.pkg

        W C 2 Replies Last reply Reply Quote 0
        • W Offline
          Wolf666 @CarlMRoss
          last edited by

          @CarlMRoss Thanks, it worked! I cannot give you a thumb-up because I am not allowed.

          Modem Draytek Vigor 130
          pfSense 2.4 Supermicro A1SRi-2558 - 8GB ECC RAM - Intel S3500 SSD 80GB - M350 Case
          Switch Cisco SG350-10
          AP Netgear R7000 (Stock FW)
          HTPC Intel NUC5i3RYH
          NAS Synology DS1515+
          NAS Synology DS213+

          C 1 Reply Last reply Reply Quote 0
          • C Offline
            CarlMRoss @Wolf666
            last edited by

            @Wolf666, Thumbs up to Grok AI. It beat ChatGPT and Claude to the answer from the start.

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            • E Offline
              elvisimprsntr
              last edited by elvisimprsntr

              Finally took the plunge and installed CE 2.8.1 on a spare appliance and updated to 1.88.3_2

              Changelog

              pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.88.3_2.pkg
              

              Freshports

              I applied the tailscale patch. No observed issues.

              Screenshot 2025-10-18 at 1.57.21โ€ฏPM.png

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              • E Offline
                elvisimprsntr
                last edited by elvisimprsntr

                Updated CE 2.8.1 to 1.90.1.

                There is already a .2 and .3 ๐Ÿ˜•

                Changelog

                pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.90.1.pkg
                

                Freshports

                L 1 Reply Last reply Reply Quote 0
                • L Offline
                  lbm_ @elvisimprsntr
                  last edited by

                  @elvisimprsntr

                  Seems like only the client was updated ๐Ÿค”

                  tailscale status
                  Warning: client version "1.90.1" != tailscaled server version "1.88.3"
                  
                  E 1 Reply Last reply Reply Quote 0
                  • E Offline
                    elvisimprsntr @lbm_
                    last edited by

                    @lbm_

                    Did you restart the Tailscale daemon?

                    L 1 Reply Last reply Reply Quote 1
                    • L Offline
                      lbm_ @elvisimprsntr
                      last edited by

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

                      @lbm_

                      Did you restart the Tailscale daemon?

                      DOh! That fixed it :)

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                      • E Offline
                        elvisimprsntr
                        last edited by

                        Updated CE 2.8.1 to 1.90.4.

                        Looks like they are already working on .6

                        Freshports

                        pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.90.4.pkg
                        

                        Changelog

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                        • C Offline
                          CarlMRoss @CarlMRoss
                          last edited by

                          For pfSense+ Version 25.0.7 FreeBSD 15.0-CURRENT: I had a recent issue after upgrading Tailscale to 1.90.4 and afterwards rebooting pfSense. Tailscale would not authenticate. After researching, I found a solution and a suggested workflow for future upgrades.

                          First, I was able to get Tailscale to re-authenticate by executing the following commands (Tailscale Service was offline after the reboot):
                          service tailscaled stop
                          tailscale logout
                          sysrc tailscaled_enable="YES"
                          service tailscaled start
                          tailscale up

                          So that you know, here is the AI-generated one-liner for future upgrades on 25.x FreeBSD 15.0-CURRENT systems. I will test with the next available upgrade package:

                          "service tailscaled stop && tailscale logout || true && fetch https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-X.Y.Z.pkg || exit 1 && IGNORE_OSVERSION=yes pkg-static add -f tailscale-X.Y.Z.pkg && rm -f tailscale-X.Y.Z.pkg && sysrc tailscaled_enable="YES" && service tailscaled start && tailscale up && tailscale version && tailscale status"

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                          • E Offline
                            elvisimprsntr @CarlMRoss
                            last edited by elvisimprsntr

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

                            upgrading Tailscale to 1.90.4 and afterwards rebooting pfSense

                            Although I am on 2.8.1 CE, I have never observed the problem you encountered.

                            All I've ever needed to do is restart the Tailscale daemon after upgrade.

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                            • C Offline
                              CarlMRoss @elvisimprsntr
                              last edited by

                              @elvisimprsntr Thank you. I would not be surprised if I ended up with a lengthy solution that works but needs significant improvement.

                              I am using a Netgate 6100 with pfSense+, starting with version 24.x. I had updated Tailscale without trouble per this discussion by using pkg add -f https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-x.y.z.pkg. This worked until pfSense+ version 25.0.07 (FreeBSD 15-CURRENT) and Tailscale upgrade 1.88.3.

                              After several attempts and web searches, I was only able to install that upgrade by using: fetch https://pkg.freebsd.org/FreeBSD:15:amd64/latest/All/tailscale-1.88.3.pkg, and then IGNORE_OSVERSION=yes pkg-static add -f tailscale-1.88.3.pkg.

                              Then, I could not restart Tailscale, no matter what I tried, including the sequence: service tailscaled stop, tailscale logout, service tailscaled start, and then tailscale up.

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