Windows Live Mail Won't Send Messages

“Are you facing a problem while sending a message from the Windows Live Mail application?” If yes, this page will help you fix it easily and quickly.The “Windows Live Mail won’t send messages” problem is faced by many users, and it occurs due to many reasons like the following:

Spam filter settings

Misconfigured mail server settings

Corrupted email

However, this problem is solvable. Try the following methods to fix the “Windows Live Mail” problem on your computer.Before beginning the troubleshooting process, select and delete the failed message to clear the blockage.

Manage Spam Filter

If the composed message contains any spam content, there is a chance for these kinds of problems to occur. To verify it, send a text message from and to the same problematic account.

Open a New compose dialog box on the problematic account.
In the To field, type the same address as in the From field.
Fill in the fields "Subject and Body" of the message and click Send.
Now, if you receive the text message successfully, it means the problem is not with your account.
Otherwise, check the bounced message and perform the necessary solutions to fix it.

If necessary, turn off the Spam Filter option in the Windows Live Mail application.

To do so:

Open the Mail application, if it is closed.
Select Options > Safety Options > Options > No automatic filtering.

Try To Send Pictures

If Windows Live Mail is not sending document attachments from OneDrive, try the following solutions to fix it.

Downgrade OneDrive if you’re facing this problem after updating it.

Try to send the picture files as attachments to know more about the problems and fix them.

Configure the Incoming Mail server settings correctly

In most cases, these kinds of issues occur due to misconfigured mail server settings. Check whether the incoming mail server settings are configured correctly. If not, configure them correctly now.

Launch the Windows Live Mail application.
Open the Account Settings screen.
Click the Servers tab followed by My Server.

Go to Settings.
Now, choose the "Use same settings as my incoming mail server" option.
Finally, click Confirm > OK.

Check and delete the corrupted emails

Sometimes, the corrupted emails could also stop Windows Live Mail from sending messages. To solve this problem, carry out the instructions given here:

Check and delete the old emails or the emails that contain spam content on your Windows Live Mail account.

After doing it, ask the recipient to resend the same email or send yourself a test message to your account.