Jane and Rafael begin estate planning for Mateo, but when Jane realizes that Mateo will inherit millions, she worries he will become spoiled. Jane is also finally starting graduate school, but her professor is not sympathetic to her situation. Rogelio's famous show is ending, so he decides to create his own show, with Xo's encouragement. Petra is shocked to learn what she is having and turns to Jane for advice and help in getting her mother out of prison. Meanwhile, after Michael's issues at work, he has decided to go rogue and is even more determined to catch Sin Rostro.

Jane and Rafael interview potential babysitters to help take some of the pressure off everyone, but Jane has specific and lengthy requirements. Jane attends her graduate school's Christmas party in hopes of finding the perfect writing advisor, but things don't go quite as planned. Rogelio is faced with a tough decision about the direction of his life. Petra wants a friendship with Jane, but her mother's antics once again thwart those efforts. Meanwhile, Michael's suspicions have turned out to be true and he thinks he has discovered a lead on a possible rival to Sin Rostro.

Jane and Rafael are still at odds with each other as they are about to celebrate Mateo's first Christmas. Jane discovers that the scholarship she thought she had been awarded isn't quite that and now needs to find a way to pay for grad school. Rogelio has employed an intern and is having trouble trusting him. Petra is struggling with the latest dilemma her mother has gotten them into. Meanwhile, Michael is trying to find Luisa's mother who he now suspects is not dead and may be involved with Sin Rostro.

Jane's crush on Professor Chavez is popping up in her dreams and she needs to evaluate her feelings towards him. Xo and Jane find Liliana's engagement ring and think that Rogelio is going to propose. Rogelio IS planning to propose, but with a different ring, one that gets swallowed accidentally by Mateo! Michael.