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jeffhoard
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BEST ANSWER  chosen by asker   |  jeffhoard  |  February 22, 2009 10:02 PM
Interesting dilemma, thinking outside the box might make you both use Google calender, as it syncs with both Outlook and iCal, it would almost be like meeting each other in the middle.

I looked up this question on Apple forums and it turns out this is the popular solution, there are even a couple programs dedicated to this type of syncing, worth checking out, good luck.

http://www.busymac.com/
http://www.spanningsync.com/
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