No, she was an agent for the Empire, for the Sith to be precise. She's in no way a boss - she does as she's told.
Sorry, it may not be transsexual
You're right. Nothing transsexual in it at all.
Sorry, but Darth Maul is no longer a Sith. Disney kept the canon of the cartoon series “Rebels” and “Clone Wars.” Maul becomes a crime Lord as a way to gain moola and influence to get his revenge on Sidius and his other enemies. So yes, the woman does become a crime over one of his many sydicates.
BTW, Maul finally finds one of his targets hiding on Tatooine. Said Target, Obi Wan puts a quick end to him: