Hi,
What's your account type connected in Outlook, IMAP, POP or Exchange connection? What's your detailed Outlook version? Please click File > Account > About Outlook to check the detailed version number.
I notice that the issue occurred intermittently in Outlook. It would be hard to reproduce the issue and find out the root cause. I suggest we can start with the Outlook safe mode: Press Win+R to open Run in Windows, type Outlook /safe, press Enter. Test
to confirm if the issue can be reproduced in safe mode.
If there is no issue in safe mode, we can go to File > Options > Add-ins, select Manage COM Add-ins, click GO. Uncheck to disable all add-ins. Restart Outlook to confirm if the issue can be fixed.
If you are using POP3 account, please try to switch folders after you deleted multiple emails then switch back to confirm if the items are deleted successfully.
Any new updates in your side, please feel free to let us know.
Regards,
Winnie Liang
Please remember to
mark the replies as answers if they help.
If you have feedback for TechNet Subscriber Support, contact
tnmff@microsoft.com.