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Our future migration path will be to deploy Office XP and Exchange 2003. What Exchange 2003 features will not be available when using Outlook 2002?
Outlook XP works fine on Exchange 2003 and supports almost all features. The few exceptions are Cache Mode, RPC over HTTP, some performance improvements and Outlook 2003 Safe and Block list sharing. If you are thinking of consolidating Exchange 5.5 Sites into fewer groups or a single Routing Group, you should roll out Outlook 2003 with Cache Mode before moving those users (only move the mailbox across the WAN once). You can find a little more information on the difference between the versions