* Milton- Really, his entire CharacterDevelopment from a goody-goody nervous wreck into something of a BadassBookworm could be seen as this on a grand scale, as he's getting more and more of these.
** In Book 1, he's [[spoiler: the first person to ever ''escape from Heck,'' coming BackFromTheDead as a result!]]
** Book 2- he figures out the Grabbit's plan and [[spoiler: tricks it into destroying itself.]]
** In Book 3, he freaking [[spoiler:[[ToHellAndBack sneaks into HELL]] (with the help of Anubis)]] to rescue a BrainwashedAndCrazy [[spoiler: Marlo]]
** Book 4 gets a couple that might top them all:
*** With Marlo, Zane, and Van Glorious, he manages to [[spoiler: destroy Fibble, getting it ''turned into a part of Heaven'' by flooding it with pure truth, finding a home for the POD's in the process.]]
*** Before that, with those same people, he [[spoiler: PREVENTS THE APOCALYPSE. By [[ItMakesSenseInContext rewriting TV show scripts]] [[CouldntFindAPen in his own blood.]]]]
** Book 5 has him leading a team through a DeathCourse in [[spoiler: Tesla's Sense-O-Rama]], and when finding out that they're trapped, manages to TakeAThirdOption and escape.
*** And after that, he and Marlo get called to testify at the Trial of the Millenium, where he exposes [[spoiler: Micheal]] as The Man Who Soldeth The World.

* Virgil- Despite only being in 3 of the books so far, he's gotten a few of these.
** Book 1- his [[spoiler: HeroicSacrifice so that Milton can escape.]]
** Book 3- Starts the (very unfortunately named) B.O.W.E.L movement, and manages to [[spoiler: overthrow all order in Blimpo.]] Including using his [[ChekhovsSkill singing abilities]] to [[spoiler: bring down Lady Lactose and the Burgermeister's balloon castle.]]