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.

In the middle of the night, Jane gets a burst of creative energy and starts her thesis. Unfortunately, Mateo spills orange juice all over her computer causing it to crash and Jane loses all her hard work. When Jane brings her computer to be fixed, she meets Dax and with the urging of her friend Lina (guest star Diane Guerrero), Jane considers dating again. Rogelio decides to have his mother Liliana become his manager, but soon realizes that was not the best decision. When Rafael comes to after being attacked by his mother now known to be the crime lord Mutter, he goes to Michael.

Jane and Michael's wedding plans are side tracked when the Villanueva house is ruined by a flood. Jane is looking to have a small wedding, but Rogelio wants nothing more than to throw Jane a big blow out wedding so he can invite all his celebrity friends. Jane and Michael are also looking for the perfect home to move into and when they find a place 45 minutes away, Rafael has an issue being that far from Mateo. Petra is still having trouble adjusting to motherhood.

The Villanueva women have a tradition for Mother's Day and Jane is excited to get to participate in her first one as a mom. However, their plans are thwarted when Petra invites everyone to a brunch instead. Jane's TA position is put into jeopardy when a mysterious ad appears in the college newspaper. Rogelio is hurt when Dina doesn't invite him to her birthday party, so he asks Jane to help in an unusual way. Rafael finds himself in big trouble thanks to his half-brother. Meanwhile, Xo finds herself in a compromising position.

Jane continues to work on her thesis and she decides to add Alba’s estranged sister to the narrative, much to Alba’s dismay. In order for Rogelio to have a chance at being an American crossover star he decides to bring the Passions of Santos to The CW in hopes they will pick it up. Xo thinks about abandoning her dream of being a singer for something more realistic. Meanwhile, Luisa is forced to make a choice between her family or Rose.

Jane finds it difficult to stop meddling in other people’s relationships, especially Xo’s and Rafael’s. Rogelio makes an unorthodox agreement with his matchmaker. Petra goes to great lengths to find out if Rafael is working against her. Michael, with Jane’s help, makes an important life decision with Jane’s help. Meanwhile, Rafael gets some upsetting news that leaves him reeling.

When Jane realizes that she and Michael are both stressed out, they decide to recreate their first date to help them relax. Rogelio makes a big scene on the red carpet of his film premiere and his rant goes viral, which leave him to make a choice about the direction of his career. Rafael wants to set a good example for his children leaving him to make a big decision with the ultimate sacrifice. Meanwhile, Bruce’s daughter finds herself in trouble leaving Xo and Bruce’s to discuss the future of their relationship.

Jane is finally a published author but she’s reluctant to talk about her past to help sell her book. Rogelio is intimidated by his new younger male co-star and begins to wonder if the newbie is trying to sabotage him. Luisa and her girlfriend Eileen are back in town to visit Rafael, but Rafael isn’t taking any chances when it comes to safety. Meanwhile, Petra must convince Anezka to come back to Miami to answer some questions the police have for her.

Jane struggles to find the right words for Rogelio and Xo’s ceremony, when she learns about a mysterious letter that Michael wrote before their wedding. Rogelio and Xo are excited for their big day, but Rogelio gets some shocking news that could put things on hold. Once again Rafael is upset with Luisa and asks her to leave, but Luisa has a plan of her own. Meanwhile, Petra is skeptical about Jane’s feelings for Rafael which leads her to make a rash decision.

Jane and Adam's relationship seems to be moving at hyper-speed, and Jane thinks that it might be time for him to meet Mateo, but Rafael is not happy with this idea. As the arrival of baby De LaVega Factor approaches, Rogelio's jealously of Darci's new boyfriend increases as well. Trying to be supportive, Xo encourages Rogelio to step up and be the father he was meant to be. Meanwhile, Rafael is determined to get his hotel and life back and will do whatever he has to do to make it happen.

Jane's book is finally being released but her plans to have a party at the local bookshop where she was inspired to be a writer hit a snag. Always wanting to help Jane, Rogelio devises a plan to save the day, but one of his archrivals threatens to ruin the day. Rafael finds a job, but it is not exactly what he was hoping for. Meanwhile, Petra has come up with an interesting strategy to get the Marbella back, but Rafael wants nothing to do with it.

Jane and Rafael try to be friends which works great until Jane goes on a date. Petra and Jane's new partnership is off to a rocky start, but they both know they have to find a way to work together somehow. Rogelio is convinced he has Male Post-Partum Depression, which puts him at odds with with celebrity Post-Partum Advocate River Fields. Meanwhile, Alba finally tells Jane why she turned down the marriage proposal, leaving Jane to help Alba in the romance department.

Xo struggles to make an important decision and looks to Jane for guidance leaving Rogelio feeling like an outsider. Alba is frustrated with Rogelio when it seems he is once again making his career a priority over Xo. Meanwhile, Petra turns to Rafael for advice on her love life.

Jane and Rafael find themselves in a not ideal living situation in order to save money. When Rafael sees Alba try to punish Mateo, an unexpected rift is formed. Xo tries to stay positive during treatment and even makes a new friend, but things get a little too real for her and Rogelio. River and Rogelio once again are at odds over their ideas for the show, but an unlikely person helps River see the show in a different light. Meanwhile, Petra feels unsupported by JR when she questions what really happened the night Anezka died.