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was having issues with outlook index hanging, identified search redirection at play - turned if off and things much healthier

did you get this working James?

certainly did (as far as i am aware) - killed search redirection (yuk) and indexing started. I know @Kasper Johansen has been having some problems with 2019 though - i need to check back in with customer and see how its hanging for them

Yeah, it seems like the issues I had wasn't exactly issues, it was just the indexing feature in Outloook/Windows acting different compared to Windows Server 2016

so your email search basic tests play nicely enough?

Yes, it does actually

Now I'm going to have go and confirm and see if the same thing happens in my environments - always something else to check with windows search 🤬🤬🤬

Yes, please do I would like to hear if anyone else has the same experience as I have

I believe Microsoft may have put some security protection around the searchindexer.exe process being hooked (most solution handling the Outlook search indexing do this). it's a security measure to stop it being hooked. AFAIK (as an example) Citrix UPM don't currently support Win10 1809+ and Server 2019 for this reason, see the note in this article https://docs.citrix.com/en-us/profile-management/current-release/configure/enable-native-outlook-search-experience.html

Well, the WSearch folder within the profile container does have different NTFS security permissions defined compared to other folders in the container, so that may be the case