When I send an email from e.g. a php (phpmailer) script or SquirrelMail from my cPanel server to outlook.com the emails end up in the junk/spam folder. Sending an email from the same script or email address to another provider e.g. gmail.com will deliver the email into the inbox where it should be.
I've setup and tested for it to be valid:
- dkim
- spf
- dmark
- reverse dns
The server (IP), domain are not blacklisted. The email that is send passes spamassasin without any problems.
The emails send via phpmailer are send using the SMTP setup that comes with cPanel.
Would love to hear your thoughts on this one.