These moments I'm about to share are most definitely subjective because they involve the Devil kicking the dog and some Fridge Brilliance. Anyway, they're when the Devil Hannibal Lectures Criminy about Tomey and the show he puts on for Trike Girl. These aren't crowning moments for him though; they are crowning moments for Criminy and Trike Girl. Why? Because in those strips, his villainy is played completely straight. Thanks to their roles in Fuschia's Heel-Face Turn, in a bizarre way, he's acknowledging them as threats to his power.
Plus look at the title on Tomey in the "real" world.
In the last Sunday strip of 2012, we see Death about to get MMXII, but then he is saved by Tangerine and Lil' E. Even more awesome, Tangerine holds Death at katana point before telling him to go. Death then promptly chases after him after a glare to the two.