Ever since switching Outlook 2013 to IMAP, the sent folder no longer shows the paperclip attachment icon when I send an attachment.  I have already reset the view.  When I send something from my phone, however, the paperclip shows (using K9 on Android).  All incoming folders show the paperclip attachment icon just fine.  Huge problem.  Hope you can help.

Hi,

If we send an attachment from your phone, do you mean it shows the paperclip icon in Outlook or in your phone?

If we go to the Sent Items folder and view the emails, are the attachments visible in the emails?

Please also have a look at the following thread, our MSFT has explained a similar issue. Please check if it applies:

https://social.technet.microsoft.com/forums/office/en-US/970c4fb5-e5ec-4fb9-bf68-399d8119a3eb/outlook-2013-and-missing-attachment-icon

Quote:

"Outlook 2013 gets the Sent Items folder from the server using the XLIST command and falls back to the local Sent Items folder if the IMAP server does not support XLIST. Users can no longer select a sent folder to use.

when you set up the account, Outlook "talks" to the IMAP server, "asking" what the server supports. If the server supports XLIST, it responds with the folder that should be used for Sent items. If the server does not use XLIST, Outlook 2013 uses the local Sent items folder. If you want to use a different folder, you need to rules to move the sent item.

Outlook 2013 gets the Sent Items folder from the XLIST command and falls back to the local Sent Items folder if the IMAP server does not support XLIST. All messages should use the same Sent Items folder, regardless of how you started the message.

Since this does not support paperclip or animations, you are not able to see paper clip icons in sent items folder for IMAP . This is BY DESIGN"

Best Regards,

Steve Fan
TechNet Community Support

Our server does not support XLIST.  That's too bad.  Huge problem.  I tried creating a rule assigning a category color to Sent items with attachments, but it marked every single one because of my email signature.  Pretty unfortunate.  Thanks for the reply.