Rectifying the Issue Email Stuck in Outbox Outlook Mac 2011

The user’s of Mac Outlook 2011 ordinarily come up with the issue that email stuck in outbox Outlook Mac 2011. The messages appears in the Outbox folder rather than Sent items in Mac Outlook 2011 user account. The button for outbox at the bottom of messages indicating that there is mail in Outbox folder, but when the button will be clicked and user want to view the message, there is no messages are displayed.

Sometimes the folder displays 4 messages in Outbox but when user click and view the folder, it shows only 3 mail items out of 4. Here in this blog we will rectifying the issue mail is stuck in Outbox on Mac. And also provides you the required information about this issue.

Reasons Behind Email Stuck in Outbox Outlook Mac 2011

  • When user send an email and add large number of recipients in “cc” “bcc” field
  • When users enters the email address of recipient is invalid.
  • Mail items with large sized attachment is also cause this issue and mail get stuck in Outbox

Resolve the Issue

There are three methods to fix the issue email stuck in Outbox Outlook 2011. we will discuss the methods one by one and hope these solutions will resolve the issues.

Disable Outlook from Work Offline Mode:

This issue is appears sometime when Outlook 2011 for Mac is set to work offline. So, click it to unable work offline mode in Outlook to solve this issue. To do this start Outlook > Click on Menu and see whether “Work Offline” mode has check mark on it or not. If the check mark is there then click on it and disable it to work in online mode.

Delete the Sent Folder of Outlook:

Second method to resolve this issue is by deleting the sent items folder of Outlook 2011. Open the folder of sent items and clear all the messages listed over there, then exit. Now restart the Outlook and then try to send email again.

Press Down the Shift Key to Restart Outlook:

Restarting of any application will close all the back end, its a basic concept and then restart the application in fresh mode. Hence, restarting of the Mac Outlook may help to resolve the issue that email stuck in Outbox. Quit Outlook if it is in running mode > press & hold the shift key from keyboard to start Outlook.


After all the above steps, the issue still persists then rebuild Outlook database identity. The identity contains the set of messages, Contacts, Calendars, Tasks and Account settings etc, located in the Microsoft User Folder data. If Mac Outlook 2011 shows some unexpected behaviour then there are chances that database file of Outlook might be damaged, rebuilding identity in these cases suing MS database utility may help to rectify the issue