mail is not sent with azure app when connected to fluentsmtp for wordpress

Question

I have configured fluentSMTP with Office 365 on a WordPress website with the following guide https://fluentsmtp.com/docs/setup-outlook-with-fluentsmtp/. But when I run a email test I get an "not found" error:

{
  "code": 422,
  "message": "Not Found",
  "errors": [
    "Not Found"
  ]
}

I tried again with a different account/app and there i get a not authorized error:

{
  "code": 422,
  "message": "Unauthorized",
  "errors": [
    "Unauthorized"
  ]
}

Answer 1

Hi @GS Greetings! Welcome to Microsoft Q&A forum. Thank you for posting this question here.

I apologize for the inconvenience you are facing. I would like to make a note that this is a third-party plugin and Microsoft do not have any control over the behavior or the underlying source code of the plugin. I see many comments on the FluentSMTP article that people are facing this error even after following the same steps outlined in the document.

If you are certain that you followed all the steps in the documentation properly, you can initiate a support ticket request with the plugin provider through the following link for further assistance.

If you don't get any feedback from the providers, I recommend using an alternate similar plugins such as Gravity SMTP. You can find the documentation for the plugin through the following link - How to Send WordPress Emails with Microsoft 365 / Outlook

A side note that Gravity SMTP document says you would need to enable Microsoft 365/Outlook as your primary email sender under settings tab of your SMTP plugin before you can send a email. See if there is any similar setting under Fluent SMTP that can be enabled to resolve this issue.

Hope this helps!

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Answer 2

I've had the exact same issue before. You need to request the token with the exact same account as the e-mail address your are trying to send from. After doing this my issue was gone and it worked perfectly.