From reading the information in the Codex and painting guide, it seems the style of the masks aren't directly tied to the role, but rather how they are adorned.
So those half blank masks, for example, represent the "twinned nature of fate and death" when worn by Players of the Veiled Path, but can also represent the Scion of Cults when decorated with checks/diamonds, or either Dawnsinger or the Blind Princess when half black and half white.
Similarly, both the devil face and the grinning face are Cegorach when worn by the Troupe Master as their role is always that of (a facet of) the Laughing God.