Explain "replace information on this device" when syncing outlook with ipad

Is it possible to create a situation where changes to the calendar on an Ipad and different changes to the outlook calendar will sync with each other and not create duplicate entries?

I can totally agree with you. I had this problem since the first time I tried synching my iPhone 3G at that time and have given up trying to sync Outlook items such a calendars and/or contacts. In my case almost all of my events either duplicated and times changed, contacts has conflicts or were duplicated. I stopped syncing my calendar and contact infotmation with Outlook and am using my iPhone/iPad as my primary source for contact/calendar management.

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