Grace Reinhart Sachs is a Manhattan marriage therapist on the verge of publishing her book,
You Should Have Known, which argues that women ignore early warning signs in romantic partners and should trust their initial impressions rather than constructing flattering narratives about the men they choose. Grace lives on the Upper East Side with her husband, Jonathan Sachs, a pediatric oncologist at Memorial Sloan-Kettering, and their 12-year-old son, Henry, a seventh grader at Rearden, the elite private school Grace herself attended. As the novel opens, Grace is being interviewed for
Vogue, articulating her thesis while concealing that her own marriage began with precisely the kind of instantaneous, unexamined certainty she warns readers against. She met Jonathan at a Halloween party at Harvard Medical School and recognized him as the man she would marry.
Grace's world is orderly and insulated. She serves on a benefit committee at Henry's school alongside Sally Morrison-Golden, the wealthy parent chairing the fundraiser, and Sylvia Steinmetz, an attorney Grace has known since their own Rearden days. At a committee meeting, a latecomer named Malaga Alves, mother of a fourth grader named Miguel, arrives with her infant daughter, Elena, and creates visible discomfort among the other women by breastfeeding openly. At the fundraiser itself, held in a spectacular Fifth Avenue duplex, Grace notices Malaga drawing intense attention from multiple men. Jonathan texts that he arrived late from a shiva call, a Jewish mourning visit for a patient who died, then left for a hospital crisis. Grace accepts this without question.
Four days later, Sylvia reveals that Malaga has been murdered. Her son Miguel came home from school to find her dead; the baby was unharmed. Grace tries to reach Jonathan, who she believes is at a medical conference in Cleveland, but cannot get through. Two detectives, O'Rourke and Mendoza, approach Grace in her apartment lobby, asking about Malaga and the benefit committee. Grace insists Jonathan had no connection to the victim. As she leaves, Mendoza warns her not to protect her husband.
Grace discovers Jonathan's cell phone deliberately hidden in the bedside cabinet. He did not forget it; he concealed it. She spirals into panic and recalls a similar episode early in their marriage when Jonathan vanished for three days and returned with breezy explanations she never questioned. On the street near Memorial, she encounters Stu Rosenfeld, Jonathan's colleague, who cheerfully asks what Jonathan is "up to these days." The question makes no sense if Jonathan still works at the hospital. Grace realizes her husband has been fired and has been lying about going to work.
The crises converge rapidly. At Rearden, other mothers react with open hostility, and the headmaster suggests Henry wait in his office after school, signaling he knows about Jonathan's connection to Malaga. Sylvia intercepts Grace and reveals that Jonathan hired her as his attorney the previous February for a disciplinary hearing at the hospital. She advised him to apologize, but he refused. Sylvia urges Grace to cooperate with police and leave New York immediately.
The detectives bring Grace to a precinct and lay out the full scope of what they know. Hospital records show that Jonathan was terminated after years of disciplinary actions: harassment of staff, inappropriate relationships with patients' families, and a physical assault on his supervisor that resulted in broken fingers and stitches. The incident Jonathan told Grace was a fall that chipped his tooth was actually a violent confrontation. The patient at the center of the final hearing was Miguel Alves, and Malaga was his mother.
Grace searches the apartment and finds unfamiliar items, including an unopened condom in a jacket pocket. Her mother's entire jewelry collection has been cleaned out, along with a book safe containing her own valuables. When police execute a search warrant, Mendoza reveals that Malaga was pregnant at the time of her death. Malaga's husband, Guillermo Alves, has taken Miguel to Colombia but refuses to take baby Elena, demanding a paternity test. Grace understands the baby is almost certainly Jonathan's.
Grace flees the city with Henry, driving north to her family's un-winterized summer lake house in rural Connecticut. She methodically dismantles her former life: canceling patient appointments, avoiding the internet, and enrolling Henry in the local public middle school, where he thrives. Grace, however, descends into a deep depression, spending her days in bed.
Her father, Frederich, arrives for Christmas and reveals two devastating truths. Jonathan extracted $100,000 from him under false pretenses, claiming Grace was worried about tuition. Grace realizes the money paid for Miguel's enrollment at Rearden. Frederich then confesses that his own marriage to Grace's mother, Marjorie, was deeply unhappy: He had affairs throughout, and the jewelry he gave Marjorie, the very pieces Jonathan stole, were apology gifts she never wore. Grace realizes the idealized marriage she modeled her own life on never existed.
Gradually, Grace begins to recover. She reconnects with Vita, her childhood best friend, who now directs a mental health organization in Pittsfield, Massachusetts. Vita reveals she felt uneasy about Jonathan from the moment she met him, sensing something possessive and territorial, and that Jonathan succeeded in separating the two friends. Grace also befriends Leo Holland, a history professor on sabbatical living at the other end of the lake. She and Henry adopt a hound dog named Sherlock, and Henry finally opens up about what he knew: He once saw Jonathan with Malaga outside the school and instantly sensed the nature of their relationship. Grace tells Henry she should have known and that she does not want their lives defined by this catastrophe.
Grace visits Jonathan's family in Roslyn, Long Island, and discovers that nearly everything he told her about them was a lie. His brother, Mitchell, is a married school principal; his parents are not neglectful but grieving people who desperately wanted to know their grandson. The family reveals that Jonathan had a younger brother, Aaron, who died at age four while in 15-year-old Jonathan's care. Aaron was found outside in freezing temperatures and developed a fatal fever. Jonathan showed no remorse and never acknowledged responsibility. The family has taken in baby Elena, now renamed Abigail, and Mitchell and his wife are adopting her. A meeting with Robertson Sharp III, Jonathan's former supervisor at Memorial, confirms the picture of what Sharp calls a psychopath: someone who fed off the emotions of sick children and their families without genuinely caring.
A letter arrives from Jonathan, claiming he "lost control," blaming Malaga for pursuing him, and asking Grace to come to him so they can start over in another country. He does not ask for forgiveness. Grace reads the letter twice, recognizes the manipulation, and calls Detective Mendoza. Months later, while packing up the apartment for sale, she learns from O'Rourke that Jonathan has been found not in Canada but in Manaus, Brazil, deep in the Amazon. The letter was a deliberate misdirection. Her agent calls to say the publisher still wants to release the book, and Grace agrees to discuss a new foreword. O'Rourke, departing, tells her they always knew she was not a bad person. "Picked the wrong guy," he says. "It happens all the time." Grace stands at her threshold, listening to the elevator carry him away and release him to the street where she used to live.