The Outlook application in Office follows the same procedure while sending mails. But sometimes you may observe some peculiar behavior while sending mails with this component, such that:

You send a mail from the shared mailbox and it remains in the Outbox folder

When you manually open the Send/Receive operation window, an email is sent automatically

In some cases, you may first see errors when you open Send/Receive dialog:

In a few moments that paused email is sent:

Thus the problem here is that until you open Send/Receive dialog manually, the email is not sent and remains in Outbox, indefinitely. Here is how you can get rid of this problem:

Outlook Email stuck in Outbox

Registry Disclaimer: Further steps will involve registry manipulation. Making mistakes while manipulating the registry could affect your system adversely. So be careful while editing registry entries and create a System Restore point first.

  1. Press Windows Key + R combination, type put regedit in Run dialog box and hit Enter to open the Registry Editor.

  2. Navigate here: Substitute the placeholder x.0 with 15.0 for Outlook 2013, 14.0 for Outlook 2010, 12.0 for Outlook 2007, and 11.0 for Outlook 2003, and so on.

  3. In the right pane of the above-shown window, look for the registry DWORD (REG_DWORD) named DelegateSentItemsStyle, it must be having its Data set to 1. Double click on the same DWORD to modify and get this:

  4. Finally, in the above-shown box, set the Value data to 0 and click OK. Close the Registry Editor and reboot the machine to get this problem solved. Hope this helps you. Good luck! Related posts: