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kemeknetwork on "[Plugin: Postman SMTP Mailer/Email Log] office365 on godaddy auth error"

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This is brutal. Not sure what I am missing, should be cake setup. I have an install with the above situation, from GoDaddy hosting trying to use Office365 Exchange relay. Leaving that one aside for now.

Here is STANDARD install and config. GoDaddy webhost to GoDaddy SMTP.

Using smtpout.secureserver.net, have tried ports 587 / 3535 / 25.

Have also tried Plain and Login auth types.

Email is working fine. Tests from Postman however fail consistently. SO CONFUSED.

Here is connectivity test:
✅ 🔒 Port 25 can be used for SMTP to smtpout.secureserver.net.
✅ 🔒 Port 587 can be used for SMTP to smtpout.secureserver.net.
✅ 🔒 Port 465 can be used for SMTP to smtpout.secureserver.net.

Here's my diagnostics:

OS: Linux a2plcpnl0399.prod.iad2.secureserver.net 2.6.32-604.30.3.lve1.3.63.el6.x86_64 #1 SMP Sun Sep 27 06:34:10 EDT 2015 x86_64
PHP: Linux 5.4.45 C
PHP Dependencies: iconv=Yes, spl_autoload=Yes, openssl=Yes, sockets=Yes, allow_url_fopen=Yes, mcrypt=Yes, zlib_encode=Yes
WordPress: 4.4.2 en_US UTF-8
WordPress Theme: Twenty Fifteen
WordPress Plugins: Jetpack by WordPress.com, Limit Login Attempts, Postman SMTP
WordPress wp_mail Filter(s): wp_staticize_emoji_for_email
Postman: 1.7.2
Postman Sender Domain (Envelope|Message): greenworksrecyclingwv.com | greenworksrecyclingwv.com
Postman Prevent Message Sender Override (Email|Name): Yes | Yes
Postman Active Transport: SMTP (smtp:tls:login://smtpout.secureserver.net:587)
Postman Active Transport Status (Ready|Connected): Yes | Yes
Postman Deliveries (Success|Fail): 0 | 1

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