I have a domain that I’m migrating from Google Apps to Outlook.com. I’ve hosted the email for the domain at Dreamhost and can successfully POP3/SMTP the email to Outlook.com using the following settings:
POP3 - mail..com port 110
SMTP - mail..com port 587
The problem arises when I try to “require an SSL connection” in the options on Outlook.com. When checking this option, I get an error that says, “there was a problem connecting to the POP3 or SMTP server” (unfortunately, there are no additional details.) I’ve tried the following:
using port 995 for POP3 for SSL/TLS
using port 25/465 for SMTP for SSL/TLS
These fail with the same error as well.
I’ve read that there’s a certificate issue with Dreamhost and some SSL/TSL connections so I repeated all the above steps but substituted:
sub3.homie.mail.dreamhost.com for mail..com
After I do this, I’m can get a non-SSL/TSL connection to the Dreamhost POP3/SMTP server from Outlook.com but still can’t get TLS/SSL to work (again, trying all the different ports.)
Two more points:
- this is Outlook.com not Outlook or Outlook Express
- 995/25/465 are the only other options that Outlook.com provides in addition to the defaults of 110/587
So, any ideas? Has anyone been able to get SSL/TLS POP3-SMTP connections to work between Outlook.com and Dreamhost?
Thanks in advance - David