How to setup and configure fluentSMTP

Question

How to setup and configure fluentSMTP

Mohlomphehi Thabethe 10

I have configured fluentSMTP with Office 365 on a WordPress website. But when I run an email test I get an "unauthorized" error. Kindly assist on how to resolve this challenge.

1 answer

Your answer

Answer 1

Ryan Hill 30,281 Microsoft Employee Moderator

Here are some steps you can take to resolve the unauthenticated issue.

Double-check that you have entered the correct credentials for your email service provider in the FluentSMTP settings.
Make sure that the credentials you entered have the necessary permissions to send emails on behalf of your website. About admin roles in the Microsoft 365 admin center - Microsoft 365 admin | Microsoft Learn
If you are using two-factor authentication for your email service provider, make sure that you have entered the correct authentication code in the FluentSMTP settings.
If you are using a custom SMTP server, make sure that the server is configured to allow connections from your WordPress website's IP address. How to set up a multifunction device or application to send email using Microsoft 365 or Office 365 | Microsoft Learn

If you're still having issues, try contacting support for assistance.

Robin Hollington 5 Reputation points

2024-04-09T16:29:10.0033333+00:00

Had a similar issue to the OP. I had logged into the tenant as "me" added an email address (messenger@) and registered an app. It wouldn't connect, changed the from email address to me and instantly the mail was sent as it was "me" who had registered the app, not messenger@.

Solved by making my sending email address (messenger@) a global admin, logged into my tenant as messenger@, then added the necessary credentials, and tested - then removed global admin permissions from @messenger....
Jørgen Woortman 0 Reputation points

2024-07-25T14:24:30.2433333+00:00

Hi Ryan, FluentSMTP now uses the Entra ID App registration to authenticate itself as per the latest Microsoft requirements. However, following the instructions from FluentSMTP (https://fluentsmtp.com/docs/setup-outlook-with-fluentsmtp) and after registereing the app code, it does not work. Error 422 with no specific reasoning. Any ideas? Would love to work with you to solve this as FluentSMTP Git support is silent...Cheers, Jorgen
Ian Hadley 0 Reputation points

2024-12-04T17:14:14.97+00:00

Hi, did anyone find a way of getting this working? We have set this up recently, spent hours wondering why it wont connect, when we finally got it to connect, the test sends just fail, "Oops!!

SMTP Error: Could not connect to SMTP host. Failed to connect to server" at a bit of a loss how to get this working, people are trying to get password resets and nobody is getting any emails currently! thanks, Ian,
Robin Hollington 5 Reputation points

2024-12-04T17:21:14.09+00:00

You have to sign in to Entra with licenced admin credentials and then it seems to work - thereafter you can remove the admin credentials.

However, make sure you also configure an alternate sending method (the server's php mail - with different email address (newsletters/newsletter, or info/news, or info/information) so when the slats/api keys (or whatever it is I can't remember without being logged in) change/expire (despite setting 730 days) in no more than a month, sending via MS 365 fails and the keys in Entra need resetting and saving in Fluent!

It's close but no cigar!
Robin Hollington 5 Reputation points

2024-12-04T17:31:17.58+00:00

This may also be needed and may explain why teh connection drops out after a while:

https://www.alitajran.com/office-365-smtp-relay/#h-office-365-smtp-relay-settings
Robin Hollington 5 Reputation points

2024-12-04T17:33:35.7433333+00:00

You may also need to do this (may solve the disconnect issue)

https://www.alitajran.com/office-365-smtp-relay/#h-office-365-smtp-relay-settings
Ian Hadley 0 Reputation points

2024-12-04T17:34:33.7833333+00:00

I noticed that 730 day thing, thought that was odd, not set anything like this up before, followed the instructions to the word, then it just failed, been pulling my hair out with it, will take a look at that, thanks

Share via

How to setup and configure fluentSMTP

1 answer

Your answer