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Outlook Deleted Files Missing

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New Contributor

My desktop was recently updated to Windows 10.  After the update, I noticed that any files I delete in Outlook (Office 365 version) are not moving to the "Deleted Items" folder.  They are just disappearing.  I delete the files by clicking on the trash can symbol.  I didn't see this problem before updating to Windows 10, so wondering if the update changed some settings that I'm just not seeing. 

3 Replies
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Hitting the button should move them to the Deleted items folder, but I'd suggest you also check the Recover Deleted items functionality (use the button on the ribbon after you select  Deleted items).

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  @Vasil Michev Yes, hitting the button should put them in the Deleted Items folder, but it does not.  I have looked at the Recover Deleted Items functionality and see some of the deleted files.  My problem is that any files I delete should be going to the Deleted Items folder and they are not.  I'm trying to figure out if a setting somehow got switched when I updated to Windows 10 as everything worked fine until I updated.

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I cannot think of any W10 option that would affect this. Well, sticky keys maybe or something similar, as holding the Shift key while doing the deletion will "hard" delete the item, placing it in the Recover deleted items container. You can prevent that by enabling the "prompt for confirmation before deleting" option under Options -> Advanced.