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#11
Many people seem to want to avoid anything to do with "The Cloud", but iCloud for windows does everything you want. I have Outlook and 2 iphones (one is my wife's) and every appointment logged on my iphone (or ipad) syncs to Outlook, and to the other person's phone (if desired). A contact added to my iphone syncs to Outlook.
Give it a go - you can always uninstall it if you don't like it, but in my experience, it's great.
As usual, always backup your computer before making changes you may want to reverse.
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