I've got SQl 2008 Report services pointing to an IIS smtp set up on the same server. The SMTP services uses gmail as a smarthost. Reports that are addressed to one recipient leaves queue and is delivered as expected. Reports that are addressed to multiple recipients remain in queue and are never delivered. I have ensured through tests that all email addresses are working, and resolve properly. I can successfully send single emails to each of those email addresses.
I can telnet into the smtp server and successfully send individual emails as well. I'm not sure how to send to multiple recipients via telnet though.
Server 2008 x64
IIS 7
IIS 6 smtp
Is there something I am missing that might allow me or not allow me to send to multiple recipients in one email? Right now, my test size is 3 email addresses.
Thank you for your help