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No matter what I do, I can't get new items that I add to Outlook 2011 calendar to actually show up in iCal. Is this a bug? Does anyone have a fix for this?

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How are you syncing it? Is it an iCloud, MS Exchange calendar, Gmail, or something? – bassplayer7 May 31 '12 at 20:42
Is is an Outlook 2011 Calendar and I'm actually not quite sure "how". I just want to make it so that when I add an event to my Outlook 2011 Calendar, it automatically syncs with iCal on my Mac... – Ben Greenfield May 31 '12 at 23:31

To set up iCal calendars, open iCal > select iCal menu > Preferences > Accounts > "+" below account list, then add your email account used in MS Outlook. As long as it is a IMAP email account, this should enable the calendar in iCal. It also should sync automatically.

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