Quote Originally Posted by DrByte View Post
Simple: try it.
If it solves your problem, then, well, it solves your problem.
Just be sure that your testing is with multiple kinds of recipients, ie: yahoo and hotmail and private services too.

The "must send as known domain" was specifically added because some servers require it, and will send no mail if they don't recognize the sending address (such as in your case where your server knows nothing of your email address because you're doing email someplace else). Not all email servers enforce that rule, so it's entirely up to you to test whether you need that feature turned on or not.

Alternatively, as you said yourself, since Gmail's own stupid rules are completely replacing the standard RFC rules for email handling by deleting the ReplyTo header for no good reason, then you could trick gmail into working correctly by using a different email address for Store Owner and Send From addresses.
Got it. For some reason, the forums on google products say its not a bug and it would not be looked at. Your trick is actually what was recommended by a member their. And it does pick up the reply to in this case. The reason they say its not a bug is the way google handles conversations and pre-populates the reply to field. Going to go this route for now and see how it holds up.