We are having this strange issue and it's causing some of our client to think we are spam. Here's what the header looks like: to: To: "user@gmail.com" <user@gmail.com> We are on Exchange 2007, and we are using ProofPoint as the filter. I am thinking maybe it's ProofPoint adding something to the header. Has anyone seen this? I've never seen a blank "to" field before.

I suggest you stop your Proofpoint software and test without it. Deli

It was the proofpoint. When they upgraded the box to a newer version a rule was corrupted. There was a rule the bcc'd an archive system, once that rule was deleted and re-made the problem went away. Thanks.