Azul and Ruggie share a mutual appreciation for money that they seem to recognize in one another. Ruggie says that while he’s “usually not a big fan of snooty know-it-alls” (Azul: “I myself am not particularly fond of tiny dogs who bark incessantly”), they have worked out a win-win situation between them through the combination of Ruggie’s work ethic and Azul having work for Ruggie to do.
Ruggie and Azul disagree with Jack and Sebek’s handling of the situation in Book 7 when the two younger students are offended by the heckling of palace guards.
Ruggie scolds them with “Pride doesn’t fill an empty stomach” and Azul follows with, “What’s the point of defending your honor if it puts us in physical danger…?”
Floyd compares the two during Vargas Camp when it is revealed that Ruggie was hiding a magestone with the intent to sell it despite a monster attack (“You could give Azul a run for his money”).
During Halloween Ruggie catches on to Azul’s idea for solving the school’s Magicam Monster problem faster than the other students.
Similarly to Azul, Ruggie seems to have no qualms about blackmail: he allows Idia to stalk Jack in exchange for an unspecified future favor (to be paid after Idia becomes head of “that famous Shroud family”) and has a Vargas Camp voice-line where he refuses to tell the player about how to catch fish until they pay him in berries.
Also like Azul, Ruggie does not seems to like feeling indebted to anyone: he refuses to allow Jack to help him around campus (suspecting an ulterior motive) much to Grim’s surprise (“I woulda thought that Ruggie’d be like, ‘Sweet!’ if you offered to do stuff for him”), and when Jack does manage to do him a favor Ruggie immediately suspects him of expecting compensation.
In the end Ruggie says that he would feel better if Jack wanted something in exchange and says he will do anything within his power for him.
Twisted Wonderland Reference Note 