Leona’s strategizing is a theme for his group during Spectral Soiree, where Epel asks outright what his plan is for their group to achieve their goal of collecting mirror fragments. In addition to having the younger students conserve their magic Leona orders them to get at least five mirror fragments each.
Ace says, “How is that a plan? That’s just crossing our fingers and hoping for the best” but, having learned that the group is not “capable of handling anything as organized as a plan,” Leona responds, “What do you want from me? SOMEONE keeps ruining any strategy I come up with” (Floyd: “That guy sounds messed up.”), as their only option is to abide by the terms of their unknown antagonist who has presumably taken hostages to force their hand.
When asked who he would take with him were he to be stranded on a deserted island Leona chooses Kalim for being the best choice for the best outcome: a quick escape. Leona explains, “Nobody at this school would be more useful for getting off a deserted island than him…Best-case scenario, a rescue team would swoop in the day we arrived. Worst-case? Three days, tops.”
When Savanaclaw students decide to go after the group of Ace, Deuce, Grim, Cater and the Prefect in Book 2 Leona forbids it, pointing out that if they get into a fight before the spelldrive tournament they might get disqualified.
The Savanaclaw students are displeased by the thought of letting the group go and Leona reveals a loophole: a “friendly” game of spelldrive: “After all, it doesn’t violate any school rules to cast spells during a game of Spelldrive.”
Leona lectures the entire group of housewardens (minus Malleus) at the beginning of Book 2 on using their heads to strategize a way to defeat Malleus, inspiring all but Idia to agree with him, but Leona ultimately foils his own plan: Ruggie using his unique magic on Grim to fetch a sandwich from the cafeteria on Leona’s orders reveals Ruggie’s unique magic, bringing down Leona’s entire plot.
Leona advises Jack, Grim and the Prefect on how to free the anenome’d students in Book 3, and when Ruggie reacts with surprise Leona reveals he has come up with a plan of his own: “If I play my cards right, I can use those chumps to learn that cephalo-punk’s weakness without lifting so much as my pinky finger.”
Leona’s plan to trap Azul seems to be using Savanaclaw students to flood Mostro Loung and having Ruggie steal the key to Azul’s vault and the contracts inside in the confusion. When Leona destroys Azul’s contracts he claims he has been blackmailed by Grim and the prefect, but Ruggie makes the connection that destroying Azul’s contracts means destroying the ones that Leona himself has made in the past: “This whole thing is a way for you to conveniently get rid of it.”
Twisted Wonderland Reference Note 