Finch recruits Fusco to stick close to the latest POI, a professional "wingman", but learning how to approach women soon becomes the least of his worries. Meanwhile, Reese must find a way to play by the rules at his new day job as the Machine sends Finch and Root on a mysterious errand.
The next numbers the Machine provides are for fourteen-year-old Malcolm Booker, and his eight-year-old sister, Tracie Booker, who are in foster care as their mother is incarcerated on a conviction for illegal firearms possession. Reese, who is tasked with finding them, quickly learns that they are the intended targets, as they stole $500,000 in drug money from the Brotherhood, a gang led by the unknown Dominic. Reese knows of the Brotherhood because he helped put in jail one of the gang's higher ups, Link, who is now out. The DEA is interested in the case, their head ...
Shaw joins a team of international thieves in order to keep tabs on the latest POI, but an unexpected turn of events puts her in danger of being detected by Samaritan. Also, Finch and Root undertake a dangerous sabotage mission.
Reese volunteers as an NYPD police academy instructor in order to keep an eye on a talented young officer whose suspicious actions make him question her motives. Meanwhile, Martine, armed with information from Samaritan, hunts a member of the team.
Reese tries to protect a software programmer with a mysterious second life, but it's unclear which side of her life the threat is coming from. Meanwhile, Claire, a young hacker that Finch protected, reaches out to him for aid.
Reese and Finch try to protect a psychologist whose unorthodox methods for helping his patients find closure could cost him dearly. Meanwhile, flashbacks reveal Finch fragile state in days following bombing that killed his best friend, Nathan Ingram.