Unable to authenticate to Office 365 SMTP

Resolved

(@simonmaddox)

I really cannot see why I’m not able to authenticate to send emails through an O365 account.

I have enabled the “Authenticated SMTP” option under the “Manage email apps” section within O365 admin portal, and the email & password are cut & paste from a password safe.

Unfortunately this client does not want to upgrade to the Pro version of your plugin. I’ve attached the error log below – any ideas?

———————————————————————————–

Versions:
WordPress: 5.8
WordPress MS: No
PHP: 7.4.21
WP Mail SMTP: 2.9.0

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 1.0.2k 26 Jan 2017

Debug:
Mailer: Other SMTP
SMTP Error: Could not authenticate.

SMTP Debug:
2021-08-02 10:23:57 Connection: opening to smtp.office365.com:587, timeout=300, options=array()

2021-08-02 10:23:57 Connection: opened

2021-08-02 10:23:57 SERVER -> CLIENT: 220 AM0P190CA0027.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 2 Aug 2021 10:23:57 +0000

2021-08-02 10:23:57 CLIENT -> SERVER: EHLO blossomtree.co.uk

2021-08-02 10:23:57 SERVER -> CLIENT: 250-AM0P190CA0027.outlook.office365.com Hello [45.8.227.175]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2021-08-02 10:23:57 CLIENT -> SERVER: STARTTLS

2021-08-02 10:23:57 SERVER -> CLIENT: 220 2.0.0 SMTP server ready

2021-08-02 10:23:57 CLIENT -> SERVER: EHLO blossomtree.co.uk

2021-08-02 10:23:57 SERVER -> CLIENT: 250-AM0P190CA0027.outlook.office365.com Hello [45.8.227.175]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2021-08-02 10:23:57 CLIENT -> SERVER: AUTH LOGIN

2021-08-02 10:23:57 SERVER -> CLIENT: 334 VXNlcm5hbWU6

2021-08-02 10:23:57 CLIENT -> SERVER: [credentials hidden]

2021-08-02 10:23:57 SERVER -> CLIENT: 334 UGFzc3dvcmQ6

2021-08-02 10:23:57 CLIENT -> SERVER: [credentials hidden]

2021-08-02 10:24:03 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [AM0P190CA0027.EURP190.PROD.OUTLOOK.COM]

2021-08-02 10:24:03 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [AM0P190CA0027.EURP190.PROD.OUTLOOK.COM]

SMTP Error: Could not authenticate.

2021-08-02 10:24:03 CLIENT -> SERVER: QUIT

2021-08-02 10:24:03 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel

2021-08-02 10:24:03 Connection: closed

SMTP Error: Could not authenticate.

Viewing 1 replies (of 1 total)

Plugin Support Darshana
(@darshanaw)

2 years, 8 months ago

Hi @simonmaddox,

Thanks for reaching out! According to the error log, it looked like their SMTP Password is incorrect or the server may have rejected SMTP connection requests.

Could you please contact the hosting support with the error log and they should be able to identify the issue.

I hope this helps. Thanks!

Viewing 1 replies (of 1 total)

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