here is the scary truth: from KB17149 Blackberry Technical Solution Center
"Currently, BlackBerry Desktop Manager 5.0.1 does not support Microsoft Outlook 2010 64-bit version for mailbox connectivity and synchronization of organizer data such as Calendar, Contacts, Tasks, and Memos. The next release of the BlackBerry Desktop Manager provides support for Microsoft Outlook 2010 32-bit version only. This release is targeted for August 2010. Support for Microsoft Outlook 2010 64-bit version will be available in 2011."
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