A great concept at 43 Folders called “Cringe-Busting your TODO list” involves doing first those TO DOs that make you “cringe.”
(For extra credit, find the item on your list that’s been making you cringe for the longest. Anybody else turning up items that have been inducing cringes for over a month? Ouch. I suck.)
Ha! He is an amateur. Try writing a six month overdue thank-you note to Aunt Agatha when you know how eagerly she awaits telling Mom JUST HOW LONG IT TOOK.