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.

While Black Friday shopping, Jane sees Michael for the first time after six months. Meanwhile, Rogelio tries to save "Hombres Locos," and faces difficult personal and professional dilemmas. Jane and Rafael begin dating again and interview potential babysitters. Additionally, Jane hopes to find the perfect writing advisor.

Jane struggles with an overwhelming schedule, her adviser's approval of her work, and Rogelio's active role in the wedding. Petra learns the tale of her sister's journey to meet her. Raphael pursues a new investment opportunity. Rogelio searches for a far-fetched solution to a recent mistake.

Jane (Gina Rodriguez) has made big plans to celebrate Mateo's first birthday, but things start to fall apart when she learns there might be an issue with her wedding venue. Rogelio (Jaime Camil) faces a challenge on set that could jeopardize Jane's big day. Jane is excited when Alba (Ivonne Coll) gives her a lead on a book publisher, but soon begins having doubts about her writing. Jane and Petra (Yael Grobglas) try to help Rafael (Justin Baldoni) figure out his troubles, but they have differing opinions on how to handle the situation. Meanwhile, Michael (Brett Dier) is convinced that Derek (guest star Mat Vairo) is really in cahoots with Mutter (guest star Fabiana Udenio) and has a plan to prove it. Andrea Navedo also stars.

Alba lets Jane read the letters from her estranged sister as long as she doesn't reach out to her family; Rafael suspects something different with Petra; Michael and Rafael try to create a civil friendship.

Jane rediscovers her fun side through her relationship with Adam. Rogelio doesn't like his new co-star. Xo helps care for Darci to prove Rogelio is committed to being a father. Petra and Rafael work to re-buy the hotel.