Hello All I have Courier ESMTP - IMAP Server IMAP and ESMTP both go over SSL my ESMTPSSL port is 465
The problem occurs when I try sending mail using Outlook, and Mozilla mail clients (Outlook Express works fine) I get "The operation timed out waiting for response from a server..." error
I tried sending without SSL on port 25 and everything worked fine.
Concerning Mozilla this is a bug which is still in the latest 1.3 branch. ESMTPSSL simply doesn't work on other ports than 25 --
see
http://www.mozilla.org/releases/mozilla1.3b/#problems search for SSL
Now outlook -- I'm not so sure. Are you sure outlook works fine for you with SSL on port 25? I suspect not, and moreover I suspect this is because of OpenSSL's "Insert empty fragments". See my message on the mailinglist "Re: [courier-users] (e)smtp over ssl fails with outlook xp" about this.
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