Hi guys, I just tried what paresh suggested but it didn't work. I did some reading on global settings and auto-forwarding. I think this is applicable if the the contact it self has a user account in AD because there you can set to forward messages either to the external mail address and the local mailbox or just forward the message to the external mail address. I have done this before and I have no problems with this type of setup. The contact I created does not have a corresponding user account. The reason I did this was because these people are not part of the organization, they are clients. I was thinking create a contact with an external address place it in a distribution group . . . ergo send a message to that e-mail enabled group and messages will get forwarded to the contacts. The way I configured the contact is it just contains an external address (xxxx@xxxxxxxxxxx). I tested it by sending an individual message and the message was received. It is just that when I put it in the distribution group and you send a message to it does not get sent. From outlook there seems to be no problems >>> the message goes to the outbox and lands in sent items. I tried checking the SMTP queue in Exchange but there is nothing there. At this point, I'm thinking maybe contacts cannot be used in this manner. So what are my alternatives at this point? I'm thinking since we don't have hundreds of clients I could just create seperate address lists that use the company names of the clients and place appropriate contacts in the address list(e.g. Citibank = address list, Max Payne = contact). I have also read that another way of organizing contacts is by using Public Folders but this process requires more planning. I would just like to get your thoughts or opinions on what I just said.