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    How to update to the latest Tailscale version?

    Scheduled Pinned Locked Moved Tailscale
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    • E Offline
      elvisimprsntr
      last edited by

      Updated CE 2.7.2 to 1.86.4_1

      Changelog

      pkg add -f https://pkg.freebsd.org/FreeBSD:14:amd64/latest/All/tailscale-1.86.4_1.pkg
      

      Freshports

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      • E Offline
        elvisimprsntr
        last edited by

        Updated CE 2.7.2 to 1.88.1

        Changelog

        pkg add -f https://pkg.freebsd.org/FreeBSD:14:amd64/latest/All/tailscale-1.88.1.pkg
        

        Freshports

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        • E Offline
          elvisimprsntr
          last edited by

          Updated CE 2.7.2 to 1.88.3

          Changelog

          pkg add -f https://pkg.freebsd.org/FreeBSD:14:amd64/latest/All/tailscale-1.88.3.pkg
          

          Freshports

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          • E Offline
            elvisimprsntr
            last edited by

            Updated CE 2.7.2 to 1.88.3_1

            Changelog

            pkg add -f https://pkg.freebsd.org/FreeBSD:14:amd64/latest/All/tailscale-1.88.3_1.pkg
            

            Freshports

            S 1 Reply Last reply Reply Quote 0
            • S Offline
              slu @elvisimprsntr
              last edited by

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

              Updated CE 2.7.2 to 1.88.3_1

              Better to update your pfSense since this version is EOL:
              https://docs.netgate.com/pfsense/en/latest/releases/versions.html#id19

              pfSense Gold subscription

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              • V Offline
                veddy254
                last edited by veddy254

                Latest for CE 2.8.x as of October 10th, 2025: Tailscale 1.88.3

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

                FreshPorts

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

                  @slu

                  Better to update your pfSense since this version is EOL:
                  https://docs.netgate.com/pfsense/en/latest/releases/versions.html#id19

                  I work remotely 6-7 days a week and can't afford any issues without testing first and having the ability to roll back. I have a cold spare appliance I can physically swap out. I typically wait for a long holiday weekend.

                  Also not pleased about the lack of an offline installer image. Makes the offline restore a lot more complicated

                  1. Install 2.7.2 using offline image with current config.xml on flash drive
                  2. Upgrade to 2.8.1 in place.
                  1 Reply Last reply Reply Quote 0
                  • L Offline
                    lbm_ @veddy254
                    last edited by

                    @veddy254 Replaced by _1 already

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

                                            C 1 Reply Last reply Reply Quote 0
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