I have an Exchange 2010 Server setup in an Exchange 2007 environment preparing for a complete migration. The certificate was purchased by someone other than myself. It is a wildcard certificate. OWA and ActiveSync work fine. However, Outlook Anywhere does not. I can setup the mailbox just fine and it finds the name of the mailbox. When in Outlook the user can send and receive email without issue but they are continually prompted for credentials. I've tried the set-outlook cmdlet to no avail. Any help would be greatly appreciated.