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You replied to your email and clicked send and receive. A while later the client calls to tell you they have not received your proposal. Your heart drops. You did send the email. You then check that the mail was sent successfully and when you open up Outlook, your mail is stuck in the outbox. We have all experienced the above scenario, and it always seems to happen at the most inopportune times. But luckily there are some fixes to help you to solve why Outlook is not sending emails and what you can do about it.

Microsoft Outlook 2016: Beginner and Intermediate Training

Last Updated June 2020

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Microsoft Outlook is the most popular email and calendar application in the world today. With over a billion users, businesses all over the globe rely on outlook to ensure their business communications run smoothly. Businesses manage emails, time and manage contacts using Microsoft Outlook, and businesses rely on outlook to share calendars and schedule meetings.

Here are a few things you can try to get the messages that are stuck in your inbox sent:

  1. Resend the message in the outbox

  2. Check your online status

  3. Check the addressee’s email address

  4. Check the send options in your Outlook

  5. Your Outbox folder may be damaged

  6. Your profile may be damaged

Resend the email message

When you compose and send an email, Outlook updates the email’s status and places the email in your outbox. If you open that email while it is being sent, then outlook may change the status of that email but leave it in your outbox. The simplest fix to try when a mail has been left in your outbox unsent is to try to resend the email manually.

To do this click on your outbox folder, open the unsent email by double clicking the mail message and then select send. This will change the status of the email and Outlook will try to send the mail again.

Check your status

Outlook allows you to work in either offline or online mode. If your mail is still sitting in your outbox and hasn’t been sent, then check your status to ensure you are working in online mode.

To check your status in Outlook 2007:

  1. Open your version of MS Outlook

  2. Click the File tab

  3. Make sure there is NO checkmark next to Work Offline

  4. If there is a check mark next to Work Offline then click it to remove the checkmark

Once you have ensured you are working online, click send and receive again to send the emails in your outbox.

Check the addressee’s email address

An address conflict between your email address and the saved address can be the cause of the mail remaining unsent. If the address is not in the address book then add the email address to your address book. This often helps to get that stubborn email sent.

Check the send options in your Outlook

Make sure the send options in your Microsoft Outlook are correct by following the steps given below:

  1. Open Outlook.

  2. Click the “Tools” tab.

  3. Select the “Mail Setup” tab or the “Send” tab depending on your version of Microsoft Outlook.

  4. Ensure that the “Send Immediately” option is checked.

  5. Check your connection settings to ensure your computer or laptop is connecting to your internet provider.

  6. Go back into your outbox folder, open the mail and click “send” again.

Create a new outbox folder

If the above fixes haven’t worked then the problem may be caused by a damaged outbox folder. It is fairly simple to create a new outbox folder. You can import messages from the old damaged outbox folder to your new folder, but I suggest making a copy of your email before you create a new outbox folder just in case things go wrong. It’s easy to make a copy of your email using a program like Microsoft Word to copy the bulk of the email to save you time if the email is lost somehow during this process.

To create a new outbox folder, or any other standard folder in Outlook, exit the program and then use windows explorer to search for the file name with the extension “.dbx. So to find the outbox folder search for outbox.dbf. Delete this file on your computer. Note that any unsent mail will be lost at this stage. Now re-enter Outlook. Outlook will create a new Outbox folder. Create a new mail using your word backup and try to send the mail again.

Create a new mail profile

I hope the above fixes helped you get your email sent in time!

Page Last Updated: June 2021

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