One of the new features in Exchange 2010 Sp1 contained a client side feature that enabled auto mapping of shared mailboxes to user’s Outlook 2010 profiles.) This should be a major win for the shared mailboxes (e.g, IT Vacation Calendar, Helpdesk Coverage, etc.....) AutoMapping allows the "delegate" to simply open Outlook and *poof* there is the shared calendar. No more navigating the GAL! No more support headaches (at least in this area.)
In fact, Steve Goodman has written a step-by-step approach in his blog post Auto-Mapping shared mailboxes in Exchange 2010 Sp1 with Outlook 2010 and Outlook 2007.
There is a caveat, though. What happens if you have users who do not want the mailboxes they "share" to show up in their Outlook? I hit this issue, and have blogged about how to remove automapping.
If you automatically populating shared mailboxes in end user's calendrs is something you want, consider the implications from of a shared calendar showing up in an end user's calendar -- and leaving the end user no facility to remove those mailboxes.
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