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You got the mirroring set up for the required folders? 2016 is like Windows 10 RTM, it's shit

Yes UPM is configured fine. I found out that if the start menu is broken, other users on the same RDSH host are NOT affected. I get the following eventlog messages: Event ID 1000 Application error ShellExperienceHost.exe and Event ID 1000 Application error SearchUI.exe. So Windows search again… 😖

Any updates or findings on this one?

No, unfortunately not...