Why can't I send email from Outlook (microsoft account) to a Yahoo or AT&T email account?

Anonymous
2024-01-16T21:00:39+00:00

For years, I have been sending emails from Outlook on my desktop computer and mobile device with no problems. But the last few days, I am getting rejection messages saying my emails cannot make it through. Can I get help figuring out what is going on?

Here is the undeliverable error message I got when trying to send to an att.com email address (came from here: Mail Delivery Subsystem <******@xxxxx.prodigy.net>):

"The original message was received at Tue, 16 Jan 2024 12:28:35 -0800 from mail-mw2nam12on2049.outbound.protection.outlook.com [40.107.244.49] ----- The following addresses had permanent fatal errors ----- (reason: 554 [RL02] Message content not accepted for policy reasons; see https://postmaster.yahooinc.com/error-codes) ----- Transcript of session follows ----- ... while talking to mx-sbc.mail.am0.yahoodns.net.: >>> DATA <<< 554 [RL02] Message content not accepted for policy reasons; see https://postmaster.yahooinc.com/error-codes 554 5.0.0 Service unavailable"

And here is the undeliverable error message I got multiple times when trying to send to a yahoo.com email address (came from: Microsoft Outlook <******@xxxxxxx.com>):

"Delivery has failed to these recipients or groups:

(******@yahoo.com)
Your message couldn't be delivered. Despite repeated attempts to contact the recipient's email system it didn't respond.

Contact the recipient by some other means (by phone, for example) and ask them to tell their email admin that it appears that their email system isn't accepting connection requests from your email system. Give them the error details shown below. It's likely that the recipient's email admin is the only one who can fix this problem.

For more information and tips to fix this issue see this article: https://go.microsoft.com/fwlink/?LinkId=389361.

Thank you for help.

Outlook | Windows | New Outlook for Windows | For home

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  1. Anonymous
    2024-03-12T19:30:37+00:00

    Ron, respectfully, your comments aren't helping. People just want solutions.

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  2. Ron-6928 4,991 Reputation points
    2024-03-12T18:28:39+00:00

    FYI

    message not DKIM signed doesn't always result in rejection.

    First thing many users do is complain and blame. We're human and that's what we do.

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  3. Anonymous
    2024-03-12T18:06:09+00:00

    That's correct. I was forced to stop whining about it and do something about it when others in our office started experiencing the same thing.

    Step 1 - Read the content of the rejected message. I found this: "authentication-results: dkim=none (message not signed)"

    If that is you, then see my post at the bottom of Page 6. Which was just a repost of what had already been suggested a dozen times.

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  4. Ron-6928 4,991 Reputation points
    2024-03-12T17:53:02+00:00

    Fixing it is the best solution but who knows what the problem is if you don't even mention your domain name or the content of the bounce email.

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  5. Anonymous
    2024-03-12T17:17:13+00:00

    See MarkLucasNY post with link on Page 5.

    "Configure DKIM signing of outbound messages in Microsoft 365 - Use the Defender portal to enable DKIM signing of outbound messages using a custom domain"

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