Windows 10 - 1.14.4 -> 1.16.0 Upgrade - Backend Error

You’re right. Just noticed there is a new update available and it downloaded an exe installer.

To test, I RDP’ed into one of my Windows machines as a different user. Left that user logged in and disconnected. RDP’ed back in as my main user and tried to install. Right as it finished, I got the message below.

Before I did anything else, I ran tailscale bugreport.

BUG-e6287d52b9360595efaf217c7e8b3b4ba4bc3f78ca444bb0a05ac1aa3fb8e688-20220224163921Z-309cbf7cee6475af

Logged out the other user, re-ran tailscale-ipn-setup-1.22.0.exe, and it installed properly.

This machine’s IP is 100.105.96.71

Just to re-summarize a few things that might help:

  • Windows 11 - I did have it happen once on Windows 10 I believe, but its been awhile
  • Running in unattended mode
  • It appears this only happens when another user is logged in, but inactive
  • Has happened on multiple Windows machines for me. One is an old Dell, another is a KVM on Proxmox.

Let me know if you need anything else.