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Unable to authenticate to Office 365 SMTP

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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.

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