Windows MSI Update Bug

When you click “Update Available” in Tailscale it will download the .exe file for MSI installs forcing you to manually update from the download repository. This can lead to updates that address vulnerabilities being missed/delayed in implementation.

There is more work to be done on the MSI installer. We’d like to get to the point where it automatically updates itself without user intervention, like the Apple and Google Play apps do.

winget upgrade tailscale.tailscale works great for me on Windows 11.

However it does not remember the last location where it was installed, I choose folders with no spaces in them C:/Apps/Tailscale, but winget upgrade ignores it and installs it in the default Program Files location.

winget upgrade git.git does remember the previous installed location.