. . Exchange Server. One of the most fun ones was - when you set up a new mail account in Exchange 5.5 you get a mailbox and all that good stuff. With Exchange 2003 it tells you everything went fine - but no mailbox! You have to actually send the account some mail before the mailbox appears in the database. Boy did that one cost me some time.
Things were made a bit worse by the fact that my one active Exchange client decided they wanted to use a consultant more attuned to larger clients. This consultant had them buy a lot of expensive hardware, put in Exchange 2003 (they had Exchange 5.5) and converted their network half ways to Active Directory and said he was done. Then things fell apart enough that they called me back in to deal with it. Ugggg.