bdrage

Hi @sanzeeb3

I have tried it with the password and it comes back with this error.

Versions:
WordPress: 5.3.2
WordPress MS: No
PHP: 7.3.13
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:
2020-02-19 09:50:46 Connection: opening to smtp.office365.com:587, timeout=300, options=array ()
2020-02-19 09:50:46 Connection: opened
2020-02-19 09:50:46 SERVER -> CLIENT: 220 LO2P123CA0041.outlook.office365.com Microsoft ESMTP MAIL Service ready at Wed, 19 Feb 2020 09:50:45 +0000
2020-02-19 09:50:46 CLIENT -> SERVER: EHLO https://www.pahirenorwich.co.uk
2020-02-19 09:50:46 SERVER -> CLIENT: 250-LO2P123CA0041.outlook.office365.com Hello [35.177.90.36]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
2020-02-19 09:50:46 CLIENT -> SERVER: STARTTLS
2020-02-19 09:50:46 SERVER -> CLIENT: 220 2.0.0 SMTP server ready
2020-02-19 09:50:46 CLIENT -> SERVER: EHLO https://www.pahirenorwich.co.uk
2020-02-19 09:50:46 SERVER -> CLIENT: 250-LO2P123CA0041.outlook.office365.com Hello [35.177.90.36]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8
2020-02-19 09:50:46 CLIENT -> SERVER: AUTH LOGIN
2020-02-19 09:50:46 SERVER -> CLIENT: 334 VXNlcm5hbWU6
2020-02-19 09:50:46 CLIENT -> SERVER: d29yZHByZXNzQHBhaGlyZW5vcndpY2guY28udWs=
2020-02-19 09:50:46 SERVER -> CLIENT: 334 UGFzc3dvcmQ6
2020-02-19 09:50:46 CLIENT -> SERVER: YVpMOE1YKkBeNTdY
2020-02-19 09:50:52 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [LO2P123CA0041.GBRP123.PROD.OUTLOOK.COM]
2020-02-19 09:50:52 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [LO2P123CA0041.GBRP123.PROD.OUTLOOK.COM]
SMTP Error: Could not authenticate.
2020-02-19 09:50:52 CLIENT -> SERVER: QUIT
2020-02-19 09:50:52 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel
2020-02-19 09:50:52 Connection: closed
SMTP Error: Could not authenticate.

Hope this gives some more info

Hi Sanjeev

Error Log below as requested:

Versions:
WordPress: 5.3.2
WordPress MS: No
PHP: 7.3.13
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:
2020-02-18 09:25:00 Connection: opening to smtp.office365.com:587, timeout=300, options=array ()

2020-02-18 09:25:00 Connection: opened

2020-02-18 09:25:00 SERVER -> CLIENT: 220 LO2P265CA0169.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 18 Feb 2020 09:24:59 +0000

2020-02-18 09:25:00 CLIENT -> SERVER: EHLO https://www.pahirenorwich.co.uk

2020-02-18 09:25:00 SERVER -> CLIENT: 250-LO2P265CA0169.outlook.office365.com Hello [35.177.90.36]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2020-02-18 09:25:00 CLIENT -> SERVER: STARTTLS

2020-02-18 09:25:00 SERVER -> CLIENT: 220 2.0.0 SMTP server ready

2020-02-18 09:25:00 CLIENT -> SERVER: EHLO https://www.pahirenorwich.co.uk

2020-02-18 09:25:00 SERVER -> CLIENT: 250-LO2P265CA0169.outlook.office365.com Hello [35.177.90.36]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8

2020-02-18 09:25:00 CLIENT -> SERVER: AUTH LOGIN

2020-02-18 09:25:00 SERVER -> CLIENT: 334 VXNlcm5hbWU6

2020-02-18 09:25:00 CLIENT -> SERVER: d29yZHByZXNzQHBhaGlyZW5vcndpY2guY28udWs=

2020-02-18 09:25:00 SERVER -> CLIENT: 334 UGFzc3dvcmQ6

2020-02-18 09:25:00 CLIENT -> SERVER: dmp4cmt5cGdxY2xwcWRjbA==

2020-02-18 09:25:06 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [LO2P265CA0169.GBRP265.PROD.OUTLOOK.COM]

2020-02-18 09:25:06 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [LO2P265CA0169.GBRP265.PROD.OUTLOOK.COM]

SMTP Error: Could not authenticate.

2020-02-18 09:25:06 CLIENT -> SERVER: QUIT

2020-02-18 09:25:06 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel

2020-02-18 09:25:06 Connection: closed

SMTP Error: Could not authenticate.

Hope this helps