Solutions for ‘Outlook Emails Stuck in Outbox’ Issue

Solutions for ‘Outlook Emails Stuck in Outbox’ Issue

If you have Outlook emails stuck in outbox, there could be several reasons. The most common reason is that email account has not been configured correctly. The second reason could be your email account or server connection is down. If you are trying to send an email and the recipient’s mailbox doesn’t receive the message, it may also cause “outlook emails stuck in outbox” issue. To get rid of this problem as quickly as possible, follow these steps:

Get Out of Work Offline Mode

After you have uninstalled Outlook, open the Start Menu and search for ‘Outlook’. Select this option and click on it to launch Outlook.

You can also go to File > Work Offline and click on the Work Offline button as shown in Figure 1 below:

Once you are offline, open a new message window by pressing Ctrl + N or going through File > New Message Window (Shift + F5). Then enter your name in the To box, type “New Email” in Subject field and select what type of attachment should be sent from attached files drop down menu at top right corner of screen (see Figure 2). Click Send now button at bottom right corner of screen when done setting up message settings!

Resend the Stuck Email

  • Resend the Stuck Email

If your stuck email is still sitting in your Outbox, you can easily resend it. To do this, use any of the following methods:

  • Outlook Web App (OWA)
  • Using Outlook desktop app

Make Sure There Is a Valid Email Account Added to Outlook

If you are still experiencing the Outlook Emails Stuck in Outbox issue, make sure there is a valid email account added to Outlook. The email accounts section can be found under Settings > Accounts in the navigation bar at the top of your screen.

Once you have opened this section, check that all of your existing accounts are listed there: if one isn’t present then click on Add an Account and follow steps given by Outlook to add it.

Change Delay Send Settings for Outbox Emails

  • Go to the options tab.
  • Select ‘Delay Send Settings for Outbox Emails.’
  • Configure your desired delay time (in seconds) for when Outlook will send emails out of your Inbox and into their own separate folders called ‘Sends’ or ‘Sent Items.’

Delete the Duplicate Copies of Outlook Emails

Delete the Duplicate Copies of Outlook Emails

If you have a lot of emails in your Inbox, then it can take a long time to sort them out. But if you just need to delete some duplicates and keep only the latest version, then we have some tips for you!

Check Email Account’s IMAP Settings for Sending and Receiving Emails

  • Check the IMAP server settings for your email account.
  • Make sure the port number is correct. If it’s not, try changing it to an alternate one or use a different one altogether (e.g., 443).
  • Check whether or not your account has SSL/TLS enabled and ask if you can enable it manually instead of having Outlook automatically do so when connecting to a POP3 mailbox that doesn’t support encryption (this is generally only done by very advanced users).
  • Ensure that there are no problems with your username and password—you may have entered them incorrectly or forgotten them entirely!

These solutions should help you fix your outlook emails stuck in outbox problem

There are a few things you can do to fix your Outlook emails stuck in outbox problem. Some of them may work better than others, depending on your specific situation. If none of these solutions work for you, contact your IT department for help with resolving the issue.


Hopefully, these solutions will help you fix your outlook emails stuck in outbox problem. If you want to know more about the other issues related to Outlook, you can visit our website or contact us on our toll free number +1 855-935-2185