A newly created recipient may not receive e-mail messages for up to 4 hourshttp://msmvps.com/blogs/steveb/archive/2009/01/07/a-newly-created-recipient-may-not-receive-e-mail-messages-for-up-to-4-hours.aspxThanks to Susan Bradley for bringing my attention to this Microsoft KB. It looks like in Essential Business Server 2008 if you create a new recipient and attempt to send them mail, it can take up to four hours for the Exchange Edge Server to synch upenCommunityServer 2008.5 SP2 (Build: 40407.4157)