SMTP Authenticate Error

Resolved

(@abhiunitedlayer)

Hi, Today automatically we are reciving ”

“There was a problem while sending the test email.” All Settings are fine and we have cross checked it, How can we resolve it ?

Versions:
WordPress: 6.1.1
WordPress MS: No
PHP: 8.1.5
WP Mail SMTP: 3.7.0

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 1.1.1 11 Sep 2018
Apache.mod_security: No

Debug:
Email Source: WP Mail SMTP
Mailer: Other SMTP
SMTP Error: Could not authenticate.

SMTP Debug:
2023-03-23 17:52:07 Connection: opening to smtp.office365.com:587, timeout=300, options=array()

2023-03-23 17:52:07 Connection: opened

2023-03-23 17:52:07 SERVER -> CLIENT: 220 BYAPR03CA0012.outlook.office365.com Microsoft ESMTP MAIL Service ready at Thu, 23 Mar 2023 17:54:01 +0000

2023-03-23 17:52:07 CLIENT -> SERVER: EHLO www.unitedlayer.com

2023-03-23 17:52:07 SERVER -> CLIENT: 250-BYAPR03CA0012.outlook.office365.com Hello [2607:f3a0:10:8:215:5dff:fe05:513a]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2023-03-23 17:52:07 CLIENT -> SERVER: STARTTLS

2023-03-23 17:52:07 SERVER -> CLIENT: 220 2.0.0 SMTP server ready

2023-03-23 17:52:07 CLIENT -> SERVER: EHLO www.unitedlayer.com

2023-03-23 17:52:07 SERVER -> CLIENT: 250-BYAPR03CA0012.outlook.office365.com Hello [2607:f3a0:10:8:215:5dff:fe05:513a]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2023-03-23 17:52:07 CLIENT -> SERVER: AUTH LOGIN

2023-03-23 17:52:07 SERVER -> CLIENT: 334 VXNlcm5hbWU6

2023-03-23 17:52:07 CLIENT -> SERVER: [credentials hidden]

2023-03-23 17:52:07 SERVER -> CLIENT: 334 UGFzc3dvcmQ6

2023-03-23 17:52:07 CLIENT -> SERVER: [credentials hidden]

2023-03-23 17:52:18 SERVER -> CLIENT: 535 5.7.139 Authentication unsuccessful, the user credentials were incorrect. [BYAPR03CA0012.namprd03.prod.outlook.com 2023-03-23T17:54:12.623Z 08DB2B6C62B2DEC9]

2023-03-23 17:52:18 SMTP ERROR: Password command failed: 535 5.7.139 Authentication unsuccessful, the user credentials were incorrect. [BYAPR03CA0012.namprd03.prod.outlook.com 2023-03-23T17:54:12.623Z 08DB2B6C62B2DEC9]

SMTP Error: Could not authenticate.

2023-03-23 17:52:18 CLIENT -> SERVER: QUIT

2023-03-23 17:52:18 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel

2023-03-23 17:52:18 Connection: closed

SMTP Error: Could not authenticate.

Viewing 9 replies - 1 through 9 (of 9 total)

Plugin Support Dake
(@dakeg)

3 years, 2 months ago

Hi @abhiunitedlayer

Thanks for reaching out to us and we’re sorry to hear that you are experiencing issues with the Other SMTP mailer.

Since you are getting the “SMTP ERROR: Password command failed: 535 5.7.139 Authentication unsuccessful, the user credentials were incorrect.” error, I suspect that you might not have generated an APP Password as mentioned in our documentation regarding setting up the Other SMTP mailer.

Please ensure that you are using a generated APP Password in the password field.

I hope this helps 🙂

Thread Starter abhiunitedlayer
(@abhiunitedlayer)

3 years, 2 months ago

but it was working fine for last 3-4 months ? why this now ?

Plugin Support Dake
(@dakeg)

3 years, 2 months ago

Hi @abhiunitedlayer

Thanks for getting back to us.

Based on the error log alone, we are not seeing any clear reason for this and we are not seeing widespread reports about this sudden issue. We can only assume that there may have been a conflict with another plugin, a firewall is disrupting the connection or there is an issue with your Microsoft account.

For now, let’s perform the relevant troubleshooting step based on the error message.

Thread Starter abhiunitedlayer
(@abhiunitedlayer)

3 years, 2 months ago

We checked with the plugins, i dont think they have any impact directly with SMTP plugin. What do you think ? What should we do ? For app password : Its just a distribution email. Please help.

Plugin Support Dake
(@dakeg)

3 years, 2 months ago

Hi @abhiunitedlayer

Thanks for getting back to us.

Please try performing the steps in the documentation link I shared previously. You should follow the steps under the “Generating an App Password in Outlook” section.

To confirm if this is a mailer specific issue, you can try using one of our other mailers.

You can find the setup instructions for each one of our mailers here: https://wpmailsmtp.com/docs/a-complete-guide-to-wp-mail-smtp-mailers/

The easiest ones to set up for testing purposes are generally the Google and Sendinblue mailers.

Thread Starter abhiunitedlayer
(@abhiunitedlayer)

3 years, 2 months ago

we are using this smtp without app password on other platform as well, and there it was working fine. If we chnage/create app password it may give issue to other platforms

Plugin Support Dake
(@dakeg)

3 years, 2 months ago

Hi @abhiunitedlayer

Thanks for getting back to us.

Microsoft had deprecated basic authenticated months ago, so we are not certain how or why you were able to connect to their SMTP service despite not generating an APP password.

The APP password step is not something that is enforced by us specifically, this is supposed to be a requirement by Microsoft (which is why this is covered in our documentation).

Since you are using the connection elsewhere, you should be able to use the newly generated APP password for all of your other connections.

By “other platform”, I assume you mean you are using it on a different website with WP Mail SMTP? If not please clarify.

rtnlsltn
(@rtnlsltn)

3 years, 1 month ago

@abhiunitedlayer what was the resolution? I am also suddenly facing this issue out of the blue. The password to the account was changed but also updated on the website. The issue persists.

Plugin Support Dake
(@dakeg)

3 years, 1 month ago

Hi @rtnlsltn

Just to confirm, have you already tried the troubleshooting steps I mentioned in both this and the other thread you replied to?

If yes and that didn’t resolve the issue, please create a new thread so we can take a look at your unique case of this issue.

Viewing 9 replies - 1 through 9 (of 9 total)

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