Hi all. I have just installed Windows Small Business Server 2008 x64 on my Dell server, replacing SBS 2003. I was very familiar with 2003 and am barely familiar with 2008. I followed the wizards and did a little reading and have managed to set up my domain mail and a handful of users, however, I can't seem to get it to send mail. The router has the right ports opened, as it worked well with 2003. I am able to receive mail without an issue but for some reason, nothing I send from OWA gets to it's destination. No error messages (that I know to look for) and the messages appear in my sent items. I just don't know where they're going. I did not set up a Smart Host as it appeared to be used as a relay server, which I don't believe I need. My mail should come into and out from this box. MX record is set to point to this box and it resolves correctly. I'm sure someone more than vaguely familiar with SBS 2008 will be able to tell me exactly where to go and what to look at, as always. Thanks in advance!