She recalls her failed relationship with Jeff ( Gary Carr), whom she met in a grocery store, and remembers him through a series of fast conversations, song and dance, and depressive episodes. While Lexi ( Anne Hathaway) is filling out an online dating application, she reflects on how her bipolar disorder has affected her love life in the past. The episode ends in a happily-ever-after for Joshua and Emma, all thanks to the prying journalist Julie. Julie then recounts a failed reconnection with her first love and encourages Joshua to go after Emma. The episode then flashes back to his relationship with the one that got away, Emma ( Caitlin McGee). He confesses that the one time he had been truly in love, he realized it too late. Julie concludes her interview with Joshua by asking if he has ever been in love. Julie ( Catherine Keener) interviews Joshua ( Dev Patel), the young, successful founder of a new dating app. A few years later, she visits Guzmin in New York with her daughter and her new boyfriend ( Brandon Victor Dixon) to reconnect with Guzmin and to see if he approves of her boyfriend. Maggie eventually moves to Los Angeles for a job opportunity. Guzmin supports and assists her during the preparation for the birth of her baby, Sarah (Arabella Olivia Clark). Maggie then discovers she is pregnant, but she is no longer with the father. Advising her through this process is her building's doorman, Guzmin (Laurentiu Possa), who voices his concern when he disapproves of the men Maggie brings home to the apartment. This episode follows Maggie ( Cristin Milioti) as she navigates the dating scene in New York City.
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