In Jack’s dorm vignette we learn that he respects Ruggie immensely, meeting him in front of the school and refusing to go inside without greeting him, as “That’d be rude”, despite Ruggie’s protests.
Wondering why Jack is “obsessed with (him) all of a sudden,” Ruggie says that it “gives (him) the creeps.”
We see a montage of Jack bringing Ruggie his broom and a towel for flight class, offering to stand in line for him during lunch and bringing him an umbrella, in case of rain. Ruggie is suspicious of him and refuses to accept his help.
Jack insists that he will serve Ruggie as the de-facto second-in-command just as Ruggie serves Leona, as he has “no intention of breaking’ the pack’s chain of command”.
Ruggie refuses to believe that a “proud wolf” like Jack would willingly obey a “lowly hyaena” like himself, to which Jack responds, “If you don’t believe me, then that means I haven’t been working hard enough. I will do everything in my power to earn your trust, sir!”
When Grim expresses surprise that Ruggie is so reluctant to accept Jack’s help, Jack explains that he is “just trying to stay by his side at all times so that I can back him up if another student picks a fight with him. And every time he goes somewhere, I check to make sure it’s safe first. Plus, when a ball came flying at him today, I shielded him with my body. Is there something else that I should be doing?”
Jack says that he just wants to earn the respect of those he admires and he admires Ruggie, in particular, because Ruggie did not abandon Leona in his time of need and did everything he could to serve him.
Twisted Wonderland Reference Note 