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Originally Posted by dp1 View Post
My boss often leaves town for several days without informing me in advance, but is usually available via email. In that event, the Boss items get put on hold, and I might miss the deadline. Although not optimal, the email-from-Office context would prevent me from dropping the ball. Does this make sense?
No, they don't get put on hold (that has a very specific meaning to OmniFocus, and is not likely to be what you are doing, so let's not confuse the discussion with sloppy terminology), but you would not encounter him and so might not be checking that context. Put a due date on that task to ask the boss about XYZ, you'll see the deadline approaching when you look at your list of upcoming due items, and know that you better do something, like email or express moose courier, right?