I originally posted this at http://www.318.com/TechJournal
Entourage 2004 has more options than Outlook 2001 but also does not communicate over MAPI but instead over WebDAV (OWA).
The Graphical User Interface (GUI) level changes are too numerous to review. A conversion from Outlook 2001 to Entourage 2004 requires retooling the workforce for the new application. Schedules, cached email addresses, signatures and other settings will be lost during the migration, but mail, contacts, calendars, to-do items and tasks should survive the migration.
Once common theme across the two is wasted resources. Outlook 2001 required OS 9 to run in OS X. Entourage 2004 requires Rosetta to run in OS X. Both waste a considerable amount of resources. However, both are the only supported clients for Microsoft Exchange for the Mac platform. One note about a possible Exchange 2007 upgrade is that you will loose your free CAL licensing for Entourage. If you read the EULA you no longer receive free Entourage licenses per CAL of Exchange 2007.