It is possible. I am not sure what type of account it is (exchange, POP, etc...), but I do know that offline storage files (.ost) for example, don't like to be migrated from machine to machine--even if they are being used on the same profile. It sounds like there were existing local settings that may not have transferred to the new machine. What would I do? make sure the Outlook profile in question is backed up to a .pst file (if that isn't the default delivery location already--if so, note the location of that file). Delete the profile from the "mail" option under the control panel, and re-build the mail profile. Once that it done, you can import the messages (calendar/contacts/etc) from the previous PST into the new profile. As I first mentioned, this process is dependant on what type of mail account this is, but I hope it helps.