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On my Wordpress site I've run into a problem in the last day or so, where emails simply fail to send. Before today it was running flawlessly for two months. The account information/password/username etc have not changed in that two months.
I'm using a Wordpress plugin called WP Mail SMTP to facilitate the sending of all outgoing emails. The error log I'm getting from the email test on that is as follows:
Versions:
WordPress: 5.3.2
WordPress MS: No
PHP: 7.3.14-5+0~20200202.52+debian9~1.gbpa71879
WP Mail SMTP: 1.8.1
Params:
Mailer: smtp
Constants: No
ErrorInfo: SMTP Error: Could not authenticate.
Host: smtp.office365.com
Port: 587
SMTPSecure: tls
SMTPAutoTLS: bool(true)
SMTPAuth: bool(true)
Server:
OpenSSL: OpenSSL 1.1.1d 10 Sep 2019
SMTP Debug:
2020-02-10 16:36:56 Connection: opening to smtp.office365.com:587, timeout=300, options=array ()
2020-02-10 16:36:56 Connection: opened
2020-02-10 16:36:56 SERVER -> CLIENT: 220 LNXP123CA0008.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 10 Feb 2020 16:36:55 +0000
2020-02-10 16:36:56 CLIENT -> SERVER: EHLO www.*****.com
2020-02-10 16:36:56 SERVER -> CLIENT: 250-LNXP123CA0008.outlook.office365.com Hello [***]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
2020-02-10 16:36:56 CLIENT -> SERVER: STARTTLS
2020-02-10 16:36:56 SERVER -> CLIENT: 220 2.0.0 SMTP server ready
2020-02-10 16:36:56 CLIENT -> SERVER: EHLO www.zestpromotional.com
2020-02-10 16:36:56 SERVER -> CLIENT: 250-LNXP123CA0008.outlook.office365.com Hello [***]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
2020-02-10 16:36:56 CLIENT -> SERVER: AUTH LOGIN
2020-02-10 16:36:56 SERVER -> CLIENT: 334 VXNlcm5hbWU6
2020-02-10 16:36:56 CLIENT -> SERVER: c2FsZXNAemVzdHByb21vdGlvbmFsLmNvbQ==
2020-02-10 16:36:56 SERVER -> CLIENT: 334 UGFzc3dvcmQ6
2020-02-10 16:36:56 CLIENT -> SERVER: QmFkMzM4MzA=
2020-02-10 16:37:02 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [LNXP123CA0008.GBRP123.PROD.OUTLOOK.COM]
2020-02-10 16:37:02 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [LNXP123CA0008.GBRP123.PROD.OUTLOOK.COM]
SMTP Error: Could not authenticate.
2020-02-10 16:37:02 CLIENT -> SERVER: QUIT
2020-02-10 16:37:02 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel
2020-02-10 16:37:02 Connection: closed
SMTP Error: Could not authenticate.
Does anyone have any ideas at all? I'm completely at a loss here.
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Turn off the microsoft's security defaults here and this will help: https://portal.azure.com/#blade/Microsoft_AAD_IAM/ActiveDirectoryMenuBlade/Properties
Hi there, from what I've read from this thread, I can not use office365 SMTP anymore, an I write?!
I want to use it in my project so if yes, what should I do to have a n email from one of my domains that I'll use for SMTP in the website. Or even what is the best replacement for this SMTP Service.
This is what I get in the website.
We were able to resolve this by changing multifactor authentication default settings in azure directory property setting to “No”.
May be a help to other readers: I had a similar issue, with the same log messages. When I tried to use the password to login to my outlook account, it required me to change the password first. After it, it works. So it seems that when a password is expired, this message appears as well.
Hey everyone,
For anyone facing the failing authentication issue, I can suggest one thing to try that did solve the problem for me. Granted, there are many possible sources of the problem, so this suggestion won't necessarily fix the issue of course.
In your Microsoft 365 Admin Center under the User tab, you have the ability to allow/disallow Email Apps. Head over to https://admin.microsoft.com/AdminPortal/Home#/users and click on the user that is facing the issues. In the "Email" tab of the modal that opened you'll be able to manage the Email Apps. Select Authenticated SMTP and click save.
In our specific case that fixed the issue.
I hope that helped :)Cheers
This saved the day for me! Excellent. Can’t thank you enough.