Jack’s introduction to Azul is Azul welcoming the 225 newly anenome’d students in Book 3, to which Jack responds, “ALL of you disgust me!” When Jack joins in the efforts to free the students he says, “If there’s a chance to uncover the secret to Azul’s power, I wanna be there when we learn it.”
After hearing the details of what Azul has done—crafted a legitimate study guide by hand by researching the past century’s worth of Night Raven College exam questions and their patterns—he is impressed, and is similarly impressed after watching Azul sing, speaking animal languages and craft potions throughout various classes at the school. Jack observes, “Seems like Azul’s a perfect honors student in every way.”
After the events of Book 3 Jack tells Azul, “I’m still not okay with your shady practices, but your work took serious guts. That much I’ll admit.”
Jack seems surprised by Azul in a vignette where he learns that they both do weight training. After a conversation about resistance bands Azul observes, “It seems we have more in common than you thought.”
Despite his weight-training efforts, however, Azul struggles to keep up with Jack during Beanfest, and says, “I don’t want to be abandoned and left at the enemy team’s mercy. I suggest we formulate a more effective plan.”
It is Jack who illustrates the plan: a “herding” strategy that “makes it so that (Jack is) the only one who has to do extensive running, and Azul doesn’t test the limits of his nonexistent stamina.” (Azul: “I feel the need to point out that I have perfectly average stamina. It’s yours that’s a statistical outlier, Jack.”)
Azul tells Jack, “I’m rather impressed…I’m glad I had the opportunity to team up with you in this game, Jack. I can see I wasn’t giving you enough credit before.”
During a vignette Azul tells Jack not to imply that he is on the same level as those who “simply declare something impossible and give up from the start,” and “Where there’s a will, there’s a way,” with which Jack agrees. They also share a conversation without any bickering or teasing during the Stitch event, where Jack gives Azul advice on how to stand balanced on his surfboard (“Azul: “Thank you for offering specific pointers, Jack. Floyd’s vague advice isn’t exactly useful”).
Jack has a line of, “I don’t like putting myself in anyone’s debt,” which he also has in common with Azul (more here ▶︎)
When Jack is reluctant to awaken Ruggie from a dream where he is beloved and not struggling with food scarcity it is Azul who convinces him of otherwise, saying, “No matter how much he stuffs himself in a dream, his real-world caloric intake is zero…Would he really want to be the only one in his family enjoying a happy life and a full stomach?” Jack agrees, “This isn’t what Ruggie would want.”
Jack goes to work a shift at Mostro Lounge dressed in his labwear (“You said you wanted me dressed neat and tidy”), resulting in Azul “not expecting much” from Jack’s ability to handle the busy lounge, but later on he admits he was wrong, saying, “You’ve got an excellent work ethic, the brains to memorize things immediately, and the brawn to do whatever is required of you.”
Azul invites Jack to work at the lounge long-term as a “waiter/delivery boy/floor manager/guard dog,” but Jack refuses.
Jack only reluctantly teams up with Azul on the condition that he will not be following any of Azul’s orders, something that he repeats at least five times throughout the event.
Upon meeting for the first time during the event Jack greets Azul as “the double-dealing housewarden from Octavinelle,” to which Azul responds, “Please. If anything, your own housewarden is every bit as duplicitous as I am.”
Azul thanks Jack for distracting the opposing team long enough for him to “acquire a king’s ransom in supplies” (Jack: “You made me pay the price while you scored the rewards?”), offering to share them equally if Jack allies with him.
Jack refuses and Azul blackmails him by threatening to draw attention to his location should he choose to not join forces. Jack unhappily agrees, and is soon sending Jack after Riddle, Deuce, and Leona.
When they happen upon an unmotivated Floyd, Azul unsuccessfully tries to convince Jack to leave him alone.
Wanting to “fight (Floyd) at his best” Jack ignores Azul’s warnings and goads Floyd into a fight, to Azul’s annoyance. (“We had a free capture ripe for the taking, and you did the most counterintuitive thing possible!”)
Azul takes Jack to the school store to hunt down Jade, but Jack sets off a trap that Jade has set that breaks a bottle of durian juice, compromising Jack’s ability to sniff anyone out.
Jade explains, “I was one hundred percent certain that Azul would team up with Jack for this game.”
Azul thanks Jack for his efforts at the conclusion of the event but then scolds him for provoking Floyd, which resulted in both him and Jamil enduring a beating.
When happening upon Lilia with Azul in the library in another event Jack is visibly displeased, quietly reflecting, “Azul and Floyd are with you? I wouldn’t have bothered to respond if l’d known that.”
There is a running theme in the game of Jack only reluctantly referring to Azul with the “senpai” honorific, often times after a long pause.
Twisted Wonderland Reference Note 