Maybe Now is the third and final installment in Hoover’s Maybe Someday Series. The titles Maybe Someday and Maybe Not precede Maybe Now. In Maybe Someday, the author introduces the series’ narrative world, primary characters, and central conflicts and themes. The novel (originally self-published in 2012 and later republished by Atria Books in 2014) depicts the inception of Ridge Lawson and Sydney Blake’s relationship.

In keeping with the conventions of the romance genre, the first novel is written from their alternating first-person points of view. The two live in the same apartment complex and start to notice one another sitting out on their respective balconies. Sydney becomes reliant on Ridge’s presence across the way, particularly after she discovers that her best friend and roommate Tori is having an affair with her boyfriend Hunter. She soon starts to depend on Ridge for comfort and starts staying over at his apartment.

They build a close friendship by sharing their deep feelings, past traumas, and passion for writing music, but tensions arise when Ridge reveals he’s been dating Maggie Carson for five years. Sydney feels guilty, but she and Ridge remain friends and end up kissing.