Thanks @patrick, I’m getting an authentication error, I’m note sure if the issue is on the code side or the vendor, in this case, I’m escalating to Microsoft and see what the outcome is:
2020-12-04 17:16:19 Connection: opening to smtp.office365.com:587, timeout=300, options=array ( 'ssl' => array ( 'verify_peer' => false, 'verify_peer_name' => false, 'allow_self_signed' => true, ),)<br>
2020-12-04 17:16:19 Connection: opened<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 220 DB6PR0501CA0035.outlook.office365.com Microsoft ESMTP MAIL Service ready at Fri, 4 Dec 2020 17:16:19 +0000<br>
2020-12-04 17:16:19 CLIENT -> SERVER: EHLO 192.168.1.16<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 250-DB6PR0501CA0035.outlook.office365.com Hello [188.141.18.79]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-STARTTLS250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8<br>
2020-12-04 17:16:19 CLIENT -> SERVER: STARTTLS<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 220 2.0.0 SMTP server ready<br>
2020-12-04 17:16:19 CLIENT -> SERVER: EHLO 192.168.1.16<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 250-DB6PR0501CA0035.outlook.office365.com Hello [188.141.18.79]250-SIZE 157286400250-PIPELINING250-DSN250-ENHANCEDSTATUSCODES250-AUTH LOGIN XOAUTH2250-8BITMIME250-BINARYMIME250-CHUNKING250 SMTPUTF8<br>
2020-12-04 17:16:19 CLIENT -> SERVER: AUTH LOGIN<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 334 VXNlcm5hbWU6<br>
2020-12-04 17:16:19 CLIENT -> SERVER: [credentials hidden]<br>
2020-12-04 17:16:19 SERVER -> CLIENT: 334 UGFzc3dvcmQ6<br>
2020-12-04 17:16:19 CLIENT -> SERVER: [credentials hidden]<br>
2020-12-04 17:16:29 SERVER -> CLIENT: 535 5.7.3 Authentication unsuccessful [DB6PR0501CA0035.eurprd05.prod.outlook.com]<br>
2020-12-04 17:16:29 SMTP ERROR: Password command failed: 535 5.7.3 Authentication unsuccessful [DB6PR0501CA0035.eurprd05.prod.outlook.com]<br>
SMTP Error: Could not authenticate.<br>
2020-12-04 17:16:29 CLIENT -> SERVER: QUIT<br>
2020-12-04 17:16:29 SERVER -> CLIENT: 221 2.0.0 Service closing transmission channel<br>
2020-12-04 17:16:29 Connection: closed<br>
SMTP Error: Could not authenticate.<br>