Outlook 2011 has some nice features, but I prefer Mail, iCal, and Address Book over Outlook 2011. It's advisable that all users of Outlook 2011 do this frequently with large folders if they're on Exchange, Kerio Connect, or IMAP accounts. You can do this with all of the folders in Outlook (mail folders, contacts, etc). This will clear your local copy of the calendar, and make Outlook download a fresh copy of all of your events from the server. When the Properties window opens, click the Empty button under the Empty Cache section. You do this by right-clicking your calendar(s) and selecting 'Folder Properties'. My first suggestion would be to clear the cache for your calendar in Outlook. I support a lot of clients who use Outlook 2011.