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Do you typically put duration estimates on your tasks, and if so, are they generally accurate? There's a script floating around that sums up the estimates of the selected tasks. If you have an estimate of how much time you have available for the next <insert your favorite measure here>, you could select the tasks that fall due in that same interval, run the script, and see if there's a problem. Less fiddling around than trying to schedule everything on the calendar, and less time wasted rescheduling everything when it doesn't work out the way you planned (which seems to be DA's beef with making lists of what you are going to do today).