[Fix] If Outlook not Sending Emails to Certain Addresses

Are you ever in a situation where Outlook is not sending emails to certain addresses and if you want to fix it? then you are at right place because this can be an incredibly frustrating problem, as it can prevent you from staying in touch with important contacts. Fortunately, you can take several troubleshooting steps to try and fix the issue. This blog post will explore the different causes of this problem and how to fix it, if Outlook not Sending Emails to Certain Addresses, Read on to find out more.

Understanding the Reasons for Outlook not Sending Emails 

One of the most common issues with MS Outlook is that the program can occasionally stop sending emails. When this happens, it can be incredibly frustrating and inconvenient. There are a few different reasons Outlook might not be sending emails, so it’s essential to understand why this might be happening to try and fix the issue.

Common Technical Issues

The most common technical issue that can prevent Outlook from sending emails is a problem with the connection. If your internet connection is not working correctly, Outlook cannot send emails. This can be caused by several things, including a poor connection, a faulty router, or a firewall blocking the connection. To fix this issue, check your internet connection and ensure it works correctly. If you need help, you should contact your ISP and have them help you troubleshoot the issue.

Email Content Issues

Another common issue that can cause Outlook not to send emails is an issue with the content of the email. If the email contains certain types of attachments, such as large files or images, Outlook cannot send the message. If this is the case, try to reduce the attachment’s size or remove it altogether. Additionally, Outlook may not send emails if the content contains specific words or phrases blocked by the program. To fix this issue, you should remove any words or phrases that might be blocked.

Incorrect or Outdated Contact Information

Sometimes, Outlook can only send emails if the contact information is correct or updated. Double-check the recipient’s email address to ensure it is correct and updated. If the email address is incorrect, you should update it. Additionally, if you send an email to a large group of people, you should ensure that the “To” field is not too long. If it is, Outlook may not be able to send the message.

Troubleshooting Steps to Fix Outlook not Sending Emails 

Here is the list of troubleshooting steps to fix your Outlook issues.

A. Check the Internet Connection

The first step to troubleshooting Outlook and not sending emails is ensuring your Internet connection is working correctly. Check your connection by opening a web browser and visiting a few websites. If the websites load correctly, the issue is not with your Internet connection.

B. Update Outlook

An outdated version of Outlook may cause the issue. To fix this, open Outlook and check for any available updates. If there are any updates, install them and restart Outlook to see if the issue has been fixed.

C. Check Email Server Settings

The next step is to check your email server settings. Open the Outlook settings, select “Accounts,” and then select “Edit.” Here, you can check the server settings, such as the incoming and outgoing server names and ports. Make sure these settings match your email provider’s settings.

D. Check Email Content

If your email server settings are correct, then the next step is to check the email content. Check for any large attachments that may be causing the issue. You can also check for any content that may be blocked by your email provider or flagged as spam.

E. Check Contact Information

Finally, make sure that all of your contact information is up-to-date. Check the “From” field in the email to ensure it’s the correct address. Also, check the “To” field to ensure that the recipient’s address is correct.

These are the main steps to troubleshoot Outlook not sending emails. If you’ve followed these steps and the issue persists, then you may need to contact your email provider for further assistance. They can help you identify and resolve the issue.


Understanding why Outlook might not be sending emails is the first step to fixing the issue. Common technical issues, such as a poor connection, can be easily fixed by checking your internet connection. Additionally, email content issues, such as large attachments or blocked words, can be resolved by reducing the size of attachments or removing blocked words. Finally, incorrect or outdated contact information can be fixed by double-checking the recipient’s email address and ensuring that the “To” field is not too long. Following these steps can fix the issue and get Outlook to send emails again.

To avoid similar issues in the future, it’s essential to ensure that your internet connection is working correctly and that your emails do not contain large attachments or blocked words. You should also double-check the recipient’s email address to ensure it is correct and updated. By following these simple steps, you should avoid any similar issues in the future.

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Miles Morgan is a Boston-based author with a particular interest in technology and its potential to change the world. He has been writing since he was a child and his work has been published in various magazines and newspapers.

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