Sorting & dates

On my daily digest, I also have the tagged items (as opposed to today's items-e.g. @contact, @errand, etc.) sorted in some random order. Is there a way to fix that? I'd rather have the items within the categories sorted by date.

Also, the items in those categories that are tagged "@annually" do not show a date unless I click on the item to view it. However, I'm not sure if this is because the items without dates are not in this month. (Right now all my "@annually" items in my "@errands" category happen in the month of June. These are the only ones without dates.)