Leona names himself the leader of his team during Port Fest, and Jack says he is always impressed when he sees Leona leading the students of the dorm.
Epel calls Leona “a dependable captain” during spelldrive games who “gives everyone individual advice” during practices, and Leona is often being approached for advice: he advises Jack and the prefect during Book 3 on how to deal with Azul, teaching them “all magic’s got a loophole,” and advises Ace and Floyd on how to not get possessed by ghosts during Halloween, as well about conserving their magic when in an unknown land preparing to face an unknown antagonist.
Leona teaches Ace about judging by appearances, using the example of the elephant graveyard of his hometown that has since been transformed into a tourist attraction: “It just depends on how you choose to look at a thing. You need accurate facts, not rumors and assumptions.”
Leona also spends much of his descent into Tartarus giving advice to Jamil, teaching Jamil about his own potential by using the examples of Ruggie (“he sucks up to me and uses me. That’s not bad or something to be ashamed of. His shamelessness is his strength”) and Jack, leading Jamil to reflect, “I’ve grown up believing that working harder than necessary is pointless. That my day in the sun would never come anyway. Is he right about me…?”
During Port Fest Jack also approaches Leona for advice after Rook encourages him to speak to someone whom he deeply respects and admires.
The Savanaclaw students look to Leona for leadership during Halloween but he redirects them to Jack, saying that he is not the one in command and assuring Jack that he will be following Jack’s orders (as it was Jack’s plan they were putting into play).
During Book 6 Idia says that both Vil and Leona would be great tanks but his personality isn’t suited to a leadership role and “none of their personalities are a perfect fit for their ideal class,” perhaps betraying how little Idia knows about his fellow students: at the end of the NBC event Vil leads the way out of Halloweentown while Leona returns last, as thought to make sure that no one was left behind.
(The residents of Halloweentown spend much of Leona’s vignette complimenting his leadership skills. More here ▶︎)
Twisted Wonderland Reference Note 