We could always have Schu ambush him before the sparring match? Break went to the kiosk this morning to request his cane (+ fancy sword inside) and was flat out denied, so he's probably more susceptible to random ambushes. That'll probably result more in an outright fight though, whereas he'll be more calm later in the day and an ambush might lead to more verbal fights.
I went to go visit Schu's journal and remembered his permissions post! He has some telepathic ability, correct? I think that would be interesting to play with, since Break is such a private person. Having someone try and sneak around in his head would drive him absolutely crazy.