Sounds like he is sending mail directly out to the Internet (perhaps using a local SMTP server) instead of using your SMTP server.
> On Jun 2, 2015, at 5:32 PM, Nate Burke <n...@blastcomm.com> wrote: > > I have a customer complaining about barracuda rejecting emails he is sending > because of a 'reputation' problem. But the IP Address they reference is the > end user's IP, not the server IP. Shouldn't the reputation be based on the > Mail server, not where the mailserver had sourced the email from? > > Is this a setting in Barracuda? I don't see any other rejections from > barracuda appliances except to this one domain. > > Nate >