Why is my emails being rejected when sent?

Lisa Tetreault 0 Reputation points
2026-01-20T18:43:15.72+00:00

I am sending out emails and they are being automatically rejected for-

******@yahoo.com Your message wasn't delivered because the recipient's email provider rejected it.

******@hotmail.com A communication failure occurred during the delivery of this message. Please try to resend the message later. If the problem continues, contact your email admin.

I found Microsoft was on my blocked list and took them off, but still happening.

Cannot send emails properly

Microsoft 365 and Office | Other
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  1. EmilyS726 204.3K Reputation points Independent Advisor
    2026-01-20T19:17:59.9633333+00:00

    Hello,

    Does this happen to every single email you sent? Is the email referenced in the rejection email the one you are actually sending to?

    Make sure you do this on a computer, not on smartphone or tablet. Go to https://www.outlook.com and log in, click on the gear icon on the top right to launch the settings.

    Then, on the Mail tab, go to Rules. Are there any rules set up here? If yes, delete them all.

    Then check the conditional format, again, if it's there, delete it.

    Then, check Forwarding and IMAP, If any items are present, delete them as well.

    ===========

    If you can't find anything, go to https://account.live.com > Your info > Sign in Preferences. Make sure to check all the aliases here. If you don't recognize any there, delete it.

    Then go to Security > Manage How I sign in, make sure all contact info is yours.

    Please make sure you change your password and enable two-step verficiation.

    Go to your account online, go to Devices, remove any devices you don't recognize.

    Then go to Security, click on Sign out everywhere. This is meant to kill any session that's still connected. Unfortunately, this one will take 24 hours to take effect.

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  2. Q&A Assist
    2026-01-20T18:43:23.7533333+00:00
    AI generated content. This question contains an answer created with AI from Q&A Assist. Learn more

    There are several reasons why your emails might be getting rejected when sent to recipients. Here are some common issues to consider:

    1. Blocked Sender: If your email address or IP address is on a blocked senders list, the recipient's email provider may reject your emails. You mentioned that you found Microsoft on your blocked list and removed it, but it's possible that your sending address is still blocked by other providers.
    2. Communication Failures: The error message indicating a communication failure suggests that there might be temporary issues with the recipient's email server. This could be due to server outages or misconfigurations.
    3. Spam Detection: If your email account has been flagged for sending spam, it may be banned from sending emails. You should check if there are any security issues with your account and ensure that your emails comply with best practices to avoid being marked as spam.
    4. Email Configuration: Ensure that your email settings are correctly configured. For instance, the HELO/EHLO string must match the sending server's domain, and your messages should comply with RFC standards.
    5. Recipient's Email Address: Double-check that the email addresses you are sending to are valid and active. If the recipient's address is incorrect or no longer in use, your emails will be rejected.

    If the problem persists, consider contacting your email administrator or support for further assistance to investigate the issue more thoroughly.


    References:

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