Fedora Core 2 Mail server ssl and smtp configuration steps
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Everything you have done looks correct. Unfortunately, I have never been able to get OE to work with TLS. If you want to test your current configuration, try using an MUA like Thunderbird on your XP box.
Even I tried with mozilla Thunderbird, it didnt work. I am pretty positive, the way I configured my server is where the problem is. I am just trying to configure ssl in my Fedora core 2 but no luck. But why would it say TLS related error. I was having Redhat 9 before and Outlook Express was just working fine. Once again Thanks for your help. Any suggestions :-)
I don't know if I can add much more to what you have already posted.
The only step I had to add to what you posted was to add the user to the sasl passwd database using saslpasswd2 -c. This step confused me because I have sendmail configured to use saslauthd which is configured to use pam as the auth mechanism. Pam in turn should authenticate using its rules as you outlined in your post. Strange! But Thunderbird works correctly at this end. I get the initial warning about the CERT, but once I accept it - I get the password prompt and the email is sent.
If I could suggest, start by getting SMTP auth working first without TLS. At least you can verify the auth mechanisms are working properly before moving on to the TLS integration.