During an Exchange 2010 upgrade, I ran across some phones that would not work. After much gnashing of teeth & pulling of hair it turns out that certain accounts (usually those w/ Domain Admin. privileges) located in the default Users OU had this check box pertaining to inheritable permissions unchecked, and one could not check that box while they existed in that OU. The solution was to move those users to a different OU, and tick this check box.
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