I feel like the conclusion or attempt at conclusion to this specific story has to do with how they approach the God of Death. Whether the focus is on the looming god of death, attempting to cheat it, or the totality of the ruse that is lying to make a living to escape social/real death by way of poverty or exile.
That said, the golden boy probably has an intimate understanding of these three factors, drawing upon what we've seen so far from his life a shit childhood living in fear from debt collectors and a sick mother who neglected him, taking upon an apprenticeship out of necessity that has him spinning yarns for a living, and subsequently having his lifestyle being a living lie to hide his past as someone poor and embrace his new reality which he finds absurd; spending amounts of money that wouldve been unreal to his childhood self.
The approach of the craftsman had her understand that interpretations of the text can be manipulated to be more comedic in service to the audience, or more sincere as an offering of experience to the audience that is very unrakugo-like (more drama instead of comedy).
Im guessing this "risk" theyre speaking of is mixing the two understandings she has so far in a way that maximizes both the comedic aspect and the experiential aspect by drawing on both in limited amounts to provide the peaks of both experiences.