It’s like the search results are a static result and won’t update on an action like this. In the background though, it has actually deleted your email, it just doesn’t display this in any way. You can delete and delete, right click, press the delete key, click the X to delete and it all appears to do the same – nothing. If you do an email search and decide to delete one of the emails in the results, it appears that nothing has happened. However, there are some catches with this search from my testing. There’s also timeouts and speed checks that can force it to fail back to Windows Desktop Search. It does depend what sort of search you do as to whether it’ll use FAST or Windows Desktop Search too, but the most basic of searches will use FAST. There’s a great write-up on this on Microsoft’s TechCommunity that goes into much more detail. This search occurs on the Exchange Online end, rather than the device end, and is designed to give quicker results while being more reliable than Windows Desktop Search. Once a user is on Exchange Online, Outlook starts leveraging the power of FAST search. I ran into this issue when migrating users to Exchange Online, while running Outlook 2016 MSI 32 bit.
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