Jonathan Nalewajek writes:

So my first thought was to make sure telnet could connect. Telnet does
connect on port 25 and 465, and I was even able to send an e-mail via
telnet commands.

From the same machine or a different machine.

The above proves that Courier is accepting SMTP connections.

When I try sending an e-mail via Thunderbird or Outlook, here is what is
in /var/log/mail.log:

Mar 28 13:01:27 lucy imapd: LOGIN, user=jonnale,
ip=[::ffff:66.24.215.191], port=[57210], protocol=IMAP

This is an IMAP connection, not a SMTP connection.

It then eventually times out or just disconnects.

If you can connect from some servers, but not from others, that points to a firewall somewhere.

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