I'm using my esmith server as a gateway, and I'm having issues with outbound email. I'm using verizon DSL, and I've configured my mail client (OE) to use their SMTP server (outgoing.verizon.net). People can receive this email at hotmail and yahoo, but not some other domains (gmail).
I tested this out be directly connecting my laptop to the dsl modem, and the email went through to domains that were previously unreachable.
Any ideas on what I should do to troubleshoot this?
Does esmith 'grab' the outgoing smtp streams (like it does with port 80/squid) and try to deliver directly? Under that assumption, I set up outbound.verizon.net as a smarthost, but this didn't seem to matter.