Updating software from Connection Client breaks Connection Client

We recently enabled Bentley software updates through Connection Client for some apps. Previously this functionality was disabled by company policy for the most part. Our company PCs are running Windows 10 64-bit. Connection Client is the latest version 11.00.02.20. Bentley apps include software like WaterCAD and STAAD.Pro.

Immediately following this settings change, several users reported that after installing Bentley software updates that were listed in their Connection Client, they could no longer run any Bentley apps because it was saying Connection Client is not installed. Even though Connection Client is in fact installed, and running, the user is signed in, and the version of Connection Client didn't change. Restarting the PC doesn't fix it. So apparently something caused their Connection Client to break. So I need to know what is causing Connection Client to break on these PCs?

Our fix for individual users was to uninstall Connection Client and reinstall it. This proved difficult because even after closing Connection Client, it would repeatedly re-open itself during the uninstall, preventing uninstall from working. So I also need a more reliable procedure for uninstalling Connection Client, something that will prevent it from popping open during the uninstall.

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