Authentication Error with Office 365

  • Resolved zest0adam

    (@zest0adam)


    5 years, 1 month ago

    Hi,

    Today and possible yesterday I’ve not been able to send emails via SMTP with Office 365. Before now it was working flawlessly for about two months, in which time the password and account details haven’t changed. It’s just suddenly stopped working. Any thoughts?

    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 16:27:18 Connection: opening to smtp.office365.com:587, timeout=300, options=array ()

2020-02-10 16:27:18 Connection: opened

2020-02-10 16:27:18 SERVER -> CLIENT: 220 LO2P265CA0235.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 10 Feb 2020 16:27:17 +0000

2020-02-10 16:27:18 CLIENT -> SERVER: EHLO www.zestpromotional.com

2020-02-10 16:27:18 SERVER -> CLIENT: 250-LO2P265CA0235.outlook.office365.com Hello [178.62.67.153]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2020-02-10 16:27:18 CLIENT -> SERVER: STARTTLS

2020-02-10 16:27:18 SERVER -> CLIENT: 220 2.0.0 SMTP server ready

2020-02-10 16:27:18 CLIENT -> SERVER: EHLO www.zestpromotional.com

2020-02-10 16:27:18 SERVER -> CLIENT: 250-LO2P265CA0235.outlook.office365.com Hello [178.62.67.153]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2020-02-10 16:27:18 CLIENT -> SERVER: AUTH LOGIN

2020-02-10 16:27:18 SERVER -> CLIENT: 334 VXNlcm5hbWU6

2020-02-10 16:27:18 CLIENT -> SERVER: c2FsZXNAemVzdHByb21vdGlvbmFsLmNvbQ==

2020-02-10 16:27:18 SERVER -> CLIENT: 334 UGFzc3dvcmQ6

2020-02-10 16:27:18 CLIENT -> SERVER: QmFkMzM4MzA=

2020-02-10 16:27:24 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [LO2P265CA0235.GBRP265.PROD.OUTLOOK.COM]

2020-02-10 16:27:24 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [LO2P265CA0235.GBRP265.PROD.OUTLOOK.COM]

SMTP Error: Could not authenticate.

2020-02-10 16:27:24 CLIENT -> SERVER: QUIT

2020-02-10 16:27:24 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel

2020-02-10 16:27:24 Connection: closed

SMTP Error: Could not authenticate.
Viewing 2 replies - 1 through 2 (of 2 total)

  • Hi @zest0adam,

    Since it was working previously, possibly you’ve changed some settings within your Microsoft account. Make sure SMTP access is not enabled for your email account, you can check here. Also, note that Office 365 requires the username in your SMTP configuration to be your full email address, which includes the domain. You could also try resetting your password and updating that in the Authentication settings.

    I hope this helps!

    Hi @zest0adam – We haven’t heard from you in about a week, so I’m going to go ahead and mark this ticket resolved. If you still have questions, though, please feel welcome to continue the conversation.

Viewing 2 replies - 1 through 2 (of 2 total)
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