HOWTO: Outlook Error Message “A secure connection to the server cannot be established.”
Posted by Mr. IT Guy | Filed under Howto, IT in General, Microsoft
I keep on receiving the following message “ERROR: ‘A secure connection to the server cannot be established.’” when trying to connect my Outlook 2007 to my mail server. I pulled my hair out thinking that Windows Vista/Microsoft Outlook certificate and trust setting is the problem. I stumbled onto a solution that finally solved it. The problem is my Courier IMAP server.
As it turns out, Outlook doesn’t support SSLv3. I had been using Thunderbird for the longest time without any problem, but since I had to test Outlook 2007 for business purposes.
To fix the issue, I changed my Courier IMAP setting from:
TLS_PROTOCOL=SSL3
to
TLS_PROTOCOL=SSL23
Tags: email, IMAP, Microsoft, Outlook
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