Part of Ruggie’s daily routine involves waking Leona up in the morning, though he says, “with how heavy of a sleeper (Leona) is, my success rate is only around 60 or 70 percent.”
Ruggie says that their relationship is “give-and-take” as Leona runs him ragged, but does reward him for his efforts.
Different errands we see Ruggie perform for Leona include dry cleaning (where Leona pays for Ruggie’s cleaning as well), waiting in line at the school store (where Leona gives Ruggie permission to buy whatever he wants with Leona’s money: “you can buy whatever else you want while you’re here”) and cooking.
Ruggie says that all he can do is “throw together whatever’s on hand” when it comes to cooking, but “Leona doesn’t care as long as it’s edible”.
However, we are given hints that—as a prince—Leona does maybe have high expectations for his food: he is one of the strictest judges on the Master Chef course (on par with Vil) and has complained both about the school’s food and the food they are given at STYX.
If Leona typically has high standards for his cooking but Ruggie is not aware of it, it is possible that Leona refuses to complain about what Ruggie cooks for him, or maybe he is partial to Ruggie’s cooking in particular?
Leona has Ruggie gather potential Spelldrive club members in exchange for doughnuts and compensate him in advance for his efforts during Vargas Camp by buying him a new outfit.
Ruggie also makes repairs to Leona’s clothing, while Ruggie’s school uniform is oversized because “it’s actually an old one of Leona’s”.
(He claims it is an old jacket, but as Leona never wears his own it is possible that Leona gave Ruggie the only one he had.)
Ruggie says that Leona also gives him hand-me-downs to sell or use as he sees fit in exchange for his work. Rook says that Ruggie attended his birthday party to tell him that Leona would not be coming and then helps himself to the food, so it is maybe possible that the free meal was Ruggie’s compensation for the task.
Twisted Wonderland Reference Note 