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Date: Fri, 12 Sep 2014 16:24:16 -0500
From: Alex Stangl <alex@stangl.us>
To: freebsd-questions@freebsd.org, questions@freebsd.org
Subject: Re: need to send mail from bsd box via Windows desktop
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References: <196630604.33087189.1410551150457.JavaMail.root@cds005>
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On Fri, Sep 12, 2014 at 02:22:07PM -0600, Dale Scott wrote:
> Hi list, I'm building a proof-of-concept system using a freebsd box on an enterprise lan, and the box hosts apps that send email. I had been using ssmtp to send mail via an internal open mail relay server, but now port 25 traffic is blocked to non-official systems by internal firewalls. The freebsd box isn't "official" which means it can't be given access, but it can't be official until the proof-of-concept works (classic catch-22). I don't know if port 465 (secure SMTP) is blocked.
> ...
> 
> Any suggestions or other thoughts?

Can you open an SSH tunnel from your FreeBSD box to your mail relay
server (or to some 'official' box that is allowed to use port 25)?
Assuming SSH port isn't blocked, that should work.

Alex