Re: [PLUG] Email Encryption Problem

["George A. Theall via plug" <plug@lists.phillylinux.org>]

On Thu, Aug 29, 2024 at 11:25:29AM -0400, Casey Bralla via plug wrote:

> So I've been building a Postfix/Dovecot system (no spam control or
> anything fancy)
>
> But I'm stuck on the encryption for STARTTLS
>
> I've gotten certificates from Let's Encrypt, and also tried creating my
> own self-signed certificates.  Everything looks ok, but when I try to
> test STARTTLS encryption from a remote system, it shows me a valid
> certificate, but then chokes with a "premature EOF" error.
>
> # openssl s_client -starttls smtp -connect postfix.nerdworld.org:587
>
> I believe this has something to do with version 3.x of OpenSSL, but
> don't know what to do to make it work.  When I try to connect from
> Thunderbird, I can get to the eMail account on the new server, but not
> retrieve or send eMails.
>
> Anybody got any ideas?

Does your mail log show anything odd during your testing?

Try the openssl s_client command again but with the '-debug' option. 
What does that report?

George
--
theall@tifaware.com
___________________________________________________________________________
Philadelphia Linux Users Group         --        http://www.phillylinux.org
Announcements - http://lists.phillylinux.org/mailman/listinfo/plug-announce
General Discussion  --   http://lists.phillylinux.org/mailman/listinfo/plug