• Resolved sfblack

    (@sfblack)


    Hi
    Trying to set up the plug in for a client using the other SMTP setting. They don’t want to go for the pro version that handles Outlook. I have never had any issues setting up before when I use gmail accounts. We have use the correct email user and password and have authentication on at the email hosting.

    This is the error I am getting. Can you tell me where we are going wrong?

    Versions:
    WordPress: 5.8
    WordPress MS: No
    PHP: 7.3.29
    WP Mail SMTP: 3.0.3
    
    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
    Apache.mod_security: No
    
    Debug:
    Email Source: WP Mail SMTP
    Mailer: Other SMTP
    SMTP Error: Could not authenticate.
    
    SMTP Debug:
    2021-08-11 10:26:24 Connection: opening to SMTP.office365.com:587, timeout=300, options=array()
    
    2021-08-11 10:26:24 Connection: opened
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 220 LO2P265CA0209.outlook.office365.com Microsoft ESMTP MAIL Service ready at Wed, 11 Aug 2021 10:26:24 +0000
    
    2021-08-11 10:26:24 CLIENT -> SERVER: EHLO www.ic.bcmdev3.co.uk
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 250-LO2P265CA0209.outlook.office365.com Hello [77.72.4.162]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
    
    2021-08-11 10:26:24 CLIENT -> SERVER: STARTTLS
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 220 2.0.0 SMTP server ready
    
    2021-08-11 10:26:24 CLIENT -> SERVER: EHLO www.ic.bcmdev3.co.uk
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 250-LO2P265CA0209.outlook.office365.com Hello [77.72.4.162]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
    
    2021-08-11 10:26:24 CLIENT -> SERVER: AUTH LOGIN
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 334 VXNlcm5hbWU6
    
    2021-08-11 10:26:24 CLIENT -> SERVER: [credentials hidden]
    
    2021-08-11 10:26:24 SERVER -> CLIENT: 334 UGFzc3dvcmQ6
    
    2021-08-11 10:26:24 CLIENT -> SERVER: [credentials hidden]
    
    2021-08-11 10:26:29 SERVER -> CLIENT: 535 5.7.139 Authentication unsuccessful, the request did not meet the criteria to be authenticated successfully. Contact your administrator. [LO2P265CA0209.GBRP265.PROD.OUTLOOK.COM]
    
    2021-08-11 10:26:29 SMTP ERROR: Password command failed: 535 5.7.139 Authentication unsuccessful, the request did not meet the criteria to be authenticated successfully. Contact your administrator. [LO2P265CA0209.GBRP265.PROD.OUTLOOK.COM]
    
    SMTP Error: Could not authenticate.
    
    2021-08-11 10:26:29 CLIENT -> SERVER: QUIT
    
    2021-08-11 10:26:29 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel
    
    2021-08-11 10:26:29 Connection: closed
    
    SMTP Error: Could not authenticate.
Viewing 1 replies (of 1 total)
  • Hi @sfblack,

    Thanks for reaching out. According to the log:

    2021-08-11 10:26:29 SMTP ERROR: Password command failed: 535 5.7.139 Authentication unsuccessful, the request did not meet the criteria to be authenticated successfully. Contact your administrator.

    There’s a security policy within your account that isn’t allowing you to authenticate. Probably your account has SMTP Authentication disabled, you can check this tutorial to enable SMTP authentication and/or contact your Office 365 administrator to look into your account issues.

    Just a note, SMTP host is usually written as smtp.office365.com, you don’t need to write SMTP in capital letters.

    I hope this helps!

Viewing 1 replies (of 1 total)

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