Currently email etc is hosted on webmail mail.domain.com, we want to be able to leave the hosting on the web but download and send using the local SBS2003 Exchange, I've configured the POP3 Connector to download emails from the webmail site, however SMTP will not send to some domains. The most frequent ones are hotmail.com and yahoo.com however there are others periodically. Currently all they do is sit in the queue in scheduled status sometimes for days. If I go into the Server Management> Advanced Mangement> First Organization (Exchange)> Servers>Server2k3> Queues I can see:
SmallBusiness SMTP Connector - hotmail.com (SMTP Connector) listed as scheduled without another "Time next connection retry"
Same for yahoo.com and any others that do not send. If I manually "Force connection" The messages will send.