Fix "Outlook 2011 for Mac Messages Stuck In Outbox" Issue

While working on Outlook 2011 for Mac OS, users are facing problem in sending the email message as the email stuck in outbox folder. In this article, I am discussing the simple & free workaround to resolve Outlook for Mac 2011 email stuck in Outbox issue.

In this type of error, the message which user sent will appears in outbox folder instead of sent folder. It displays a button for outbox at bottom of email message, which indicates that there is a message in outbox. However, if the user clicked on it to open the message then no message is shown. Many times, it shows five messages in outbox but when the user opens it, only four messages are displayed.

Causes Behind Email Stuck in Outbox Outlook Mac 2011

There are few reasons due to which the issue Outlook for Mac 2011 email stuck in Outbox arises and these reasons are mentioned below:

  • Large number of recipients in CC and BCC
  • Invalid email address is added for sending
  • Large size of email with many attachments


Three solutions are discussed to resolve the issue Outlook 2011 email stuck in Outbox. Users can try any of the solution to resolve their problem accordingly.

  • Solution 1: Disable Work Offline Mode

    While working on Outlook 2011 for Mac messages stuck in outbox and do not allow other email messages to send. Then, you can change the settings of Outlook as many times Outlook 2011 is set to the mode of Work Offline. To disable it, follow the steps below:

    • Start Outlook on your system.
    • Click on Menu bar and check whether ‘Work Offline’ mode is on or not.
    • If there is a check mark then, again click over it to set it as in disable mode to continue the work in online mode.

  • Solution 2: Clear Send folder

    Even after changing the mode of Outlook 2011, still there is an issue in sending messages then; there is another way that helps to fix the issue by deleting the complete sent folder in Outlook by following the steps given below.

    • Open Outlook 2011 on your system
    • Now open sent item folder, which is there at left side panel.
    • Delete all the messages that are listed over it.
    • Exit Outlook

    Once the steps are completed restart Outlook after few moments and send the mail again.

  • Solution 3: Restart Outlook by Pressing Shift Key

    It is the most basic that by restarting any application, there are chances of the removal of an issue. As by restarting all backend, applications are closed and the supplication begins in fresh mode. However, the same concept is applied here, quiet Outlook from the running mode and press shift key from the keyboard for restarting Outlook.

    Even after doing this, the error Outlook for mac 2011 email stuck in outbox is there, then user need to rebuild the Outlook database. The identity holds the set of Mac Outlook contacts, email messages, account settings, and calendars, etc., which is located in User folder data. If there is some unexpected behavior is found via Outlook 2011 then, there are chances of damage of database. To overcome from such a situation rebuild the identity by utilizing MS database utility that may help to resolve the occurrence of an issue.

Conclusion:Emails play an important role in business continuity as it provides a mode of e-communication. When any issue occurs in sending an email then, the whole work schedule is affected badly. In the above discussion, the problem faced by users when Outlook for Mac 2011 email stuck in outbox is described. Along with it, three relevant solutions are discussed that helps to resolve the occurrence of an issue. Nevertheless, if the problem again repeats then, feel free to drop a comment below and the issue will further be looked into by experts.

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