ok, we have a domain user that also has a hotmail account. we wanted to combine them but did not want to use the internal address externally. so this is how its working right now. we have a pop3 connector that connects to hotmail and delivers all of the hotmail emails to the domain users exchange account. then we set the default reply email address (in exchange) to be the hotmail address. this way even when the user sends email from the exchange account it lies to the recieving server and says its from email@example.com. then if someone replys to that email it goes back to the hotmail account which is checked every 5 minutes by the pop3 connector and again delivered back to the users domain exchange account. make sense? it works great (sorta). here is the problem. it works fine except when this user sends email to anybody @ hotmail. these emails bounce back. i'm guessing thats because it connects to hotmails server and says "this email is FROM firstname.lastname@example.org" and hotmail is all like "well i know all of the servers that a hotmail email can come from, and your not one of them so you must be lying/spam." do you think that is what is probably happening? everyone else will accept mail from our exchange server telling the recieving server that the reply address is @hotmail.com. anyway, if this is the case, does anybody know a way to get around this? we dont want to expose the domain email address, since this would confuse people with which relationships have already been built. thank you in advance for any help you can provide.