Ah, there it was. The aspect of the demon written across Regan's features, one which she had not been expecting to find. The surprise startled her, halted her steps and her speech, something further exacerbated by the arrival of the strong demon serving as her Clan's Whip and the hellish challenger wearing faded, cursed flesh. Nevertheless, hatred was something that Josephine had long since learned to curb, an exercise repeated hundreds, nay, thousands of times over the course of her damnation, and though that never made it a trivial trial, it did make it a familiar one, and therein lay the key to victory. So, marshaling herself again, Josephine closed the final bit of distance to the Chapter House, waiting for Regan to lead them inside.
According to the wiki, the Obfuscate-r is the attacker in CoW, so Jojo would win if Occultation isn't bonus dice. Feel free to strike through if this is incorrect.