I am running Windows 2000 Server With Exchange 2000. Outgoing mail works fine if I use DNS from Exchange. However AOL, Yahoo etc the usual culprits won't send. Therfore I'd like to use my ISP to route through their mail server to get my mails out quickly and concisely. So I edit my connector under System Manager to point to smtp.enta.net. As soon as I do this all messages begin to queue under the connector and I eventually get them all going into the "Messages With Unreachable Destination". Enta Net say that there is no authentication required and they say they've tested it their end usnig our domain name and all is ok. I can ping smtp.enta.net fine, and my PIX firewall is configured to let smtp outbound to ALL locations (hence why it works through DNS). Why aren't these emails delivering? Just as additional info Inbound mail comes through GFI Mail Essentials for mailsweeping.