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I use two systems also and it will not be the version of Outlook, but the setup of you're links. Meaning that you need to make sure you setup the links you want on both computers and the Axim.
For example I selected most of the same links for Outlook except for the "Inbox" from my home system.(I don't want my work e-mails mixed)
All the other modules (Tasks, Notes, Contacts etc) are keep on all systems.
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