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Written By Rohan Wiese
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Updated on April 8th, 2026
The user gets to know that their Windows Live Mail is not working properly when one of the following issues takes place.
First, let us identify the root causes of the Windows Live Mail issues to resolve them efficiently.
Now, from the above causes, identify the reason you are facing issues with Windows Live Mail. Refer to the upcoming recovery methods & choose a suitable fix as per the cause.
In this section, we will mainly focus on the most effective fixes to resolve Windows Live Mail errors.
Read through each of these methods carefully and try them as per the cause of the problem. In case the manual troubleshooting does not help, it is better to use the automated software mentioned below.
Sometimes, even incorrect server settings can lead to the Windows Live Mail is not working issue. You can resolve this problem by removing the existing account & reconfigure it with the correct server details. This method allows users to resolve the ongoing connection & syncing errors in just a few seconds. Follow the steps listed below to resolve the issue.
The Windows Essentials Suite provides users with a built-in feature that allows them to repair their installation. This feature can fix Windows Live Mail not working issue without the need to reinstall it. If the repair does not work, you can simply reinstall the application to resolve the severe software conflicts & corrupt installation files. Follow the steps below carefully to repair Windows Live Mail.
Note: As we know, Windows Live Mail is no longer supported by Microsoft, and many users are considering migrating to Office 365. With the help of the Aryson EML Converter Tool, such users can easily batch-convert their EML files to PST format. Also, IT professionals can perform direct migration of EML files to Office 365, Gmail, Outlook Live, IMAP, and other email clients.
In the above article, we discussed some of the potential reasons for Windows Live Mail not working & explored various manual troubleshooting methods to fix the problem. Now, the choice of method varies from user to user. For some, the reconfiguration works very well. Whereas others require reinstalling Windows Live Mail on their system.
Ans- Most users started experiencing Windows Live Mail issues after installing the latest Windows 10 updates, which can interfere with the application’s compatibility and connection settings.
Ans-Emails may get stuck in the Outbox when you try to send media attachments from OneDrive. You can fix this by deleting the stuck email from the Outbox, using the Attach file option instead of the Photo album option, or reconfiguring the account.
Ans- Select the email account on which you receive the authentication error, click Properties, go to the Server tab, check the “My server requires authentication” checkbox under the Outgoing Mail Server section, and click OK.
Ans- Yes, the Windows Essentials Suite has a built-in repair feature that can fix Windows Live Mail not sending emails without requiring a full reinstallation of the suite.
Ans- If manual troubleshooting does not help, you can use an EML Converter Tool to batch-convert your EML files to PST or other formats and migrate your data to Outlook, Gmail, Office 365, or other modern email platforms.
About The Author:
Rohan Wiese is a Technical Writer at Aryson Technologies. He is an expert Email Forensic, Cloud Computing, and a passionate nerd with over 10 years of experience in technical content writing. He writes about Cloud Migration, Database Recovery, Email Backup, Windows, Mac, and Tech.
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