Why My Outlook Email Stuck In Outbox?

One of the common complaints that Outlook users have is that their Outlook email stuck in Outbox. Based on such complaints, the following troubleshooting methods have been developed. Make use of them to resolve the Outlook email stuck in the Outbox issue.NOTE: The following methods will apply to Outlook 2013 and 2016.

Method 1: Try Resending The Emails

Step 1: Navigate to your Outlook account on your computer (if you are not already inside your account).
Step 2: Click the Send/Receive tab.
Step 3: Choose the Send All option.
Step 4: You will now find a new dialog box that displays the results of the above procedure.
Step 5: Check if the stuck email(s) have exited the Outbox. If yes, then well and good. If not, move on to Method 2.

Method 2: Confirming That Outlook Is Online

Step 1: Turn your attention to the status bar at the bottom of your Outlook account. If you find the Disconnected or the Trying to Connect message, then that is the reason why your emails are not being sent.

Step 2: In case your emails are being hosted on an on-the-premise Exchange server, there is a chance that your local server is down. You can check this with your admin. Now continue with resolving the Outlook email stuck in the Outbox issue.

Step 3: If you are utilizing Office 365, first check your Internet connection. Wait a few moments to confirm that the problem is not caused by a momentary outage.

Step 4: Now, try resending the stuck emails.

Step 5: If you find that the issue persists, move on to the next method.

Method 3: Checking Your Email Settings

At times, your Outlook emails will not be sent immediately (after you click on the Send button) because you might have set a rule to delay your message sending. And, this is the reason why you will see your emails in the Outbox for some time. Try changing the rule you have already set. If the issue persists, just try the next method to fix the Outlook email stuck in the Outbox problem.

Method 4: Checking For Large Attachments

In case you have attached a large file to your email, you might see it sitting in your Outbox for some time. This is because the email is just taking its own sweet time to be sent to the recipient. Large attachments are bound to slow down the sending of emails. This scenario will also block all of the subsequent email messages from sending. In this case, you need to attach a file that is smaller in size. Or else, you can use OneDrive for Business, which is a file hosting and syncing service from Microsoft.Now, check if the issue is resolved. If not, try the next method to rectify the Outlook email stuck in the Outbox issue.

Method 5: Ensuring Using The Correct Password

If you have changed your password recently, confirm that Outlook “knows” the right password. To update the new password in Outlook, use the following steps:

Step 1: Go to the File tab in Outlook.
Step 2: Choose the Account Settings option.
Step 3: Select Account Settings once again.
Step 4: Choose your account and then click on the Change button.
Step 5: In the Logon Information section, go to the box next to the Password field.
Step 6: Type in the new password.

If the issue remains after executing the above procedure, move on to the next method to solve the Outlook email stuck in the Outbox problem.

Method 6: Resending Emails Directly From The Outbox

In some situations, you cannot send your emails if you have opened or clicked on them after you click the Send button. This scenario means that you have marked those emails as “Read” from your Outbox. If this is the case, follow these steps:

Step 1: Open the stuck email(s) from the Outbox.
Step 2: Now, browse to a new folder. This step is necessary because you won’t be remarking the email(s) as “Read” automatically.
Step 3: Click on the Send button on the stuck email(s).

Now, your emails will be sent to the recipient without further issues because you have fixed the Outlook email stuck in Outbox problem.