After numerous conversations with Verizon and Blackberry about syncing with Microsoft Outlook, I was unable to get a decent answer. Most said that it was one of BB selling points so they were sure it could be done.
I have upgraded from the Bold 9930 to the Classic and it came today. Real foggy instructions but seems that the contacts are the only thing that syncs. Also, I have to do it in the cloud.
Any better answers?
I'd love to assist you with syncing your new BlackBerry Classic device with Microsoft Outlook. Here's a link with instructions for configuring advanced sync settings using the BlackBerry Desktop Manager software: http://vz.to/1MWNFps. Please let me know how this works out for you.
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