A homeless man plummets to his death while Gary tries to save him. Gary is rattled by his inability to prevent the tragedy and questions his involvement with the paper. When Gary refuses to prevent the next day's bad news, he winds up being forced to confront his own fate when he reads his obituary in the paper and must figure out what he's done wrong so he can save his life.

Gary saves a woman from drowning in a pool at a women-only gym, who turns out to be Detective Armstrong's wife. The Armstrongs invite Gary and Erica to dinner at their house; Det. Armstrong is suspicious about Gary saving his wife, and accuses him of trying to kill her. Erica decides to end her relationship with Gary, and leave Chicago. Meanwhile, Gary has to prevent two places from blowing up after a manifesto is sent to the Sun Times and the TV station, both of which refuse to read or publish it, and then are targeted by the people who wrote it.

When Frank Scanlon, a Chicago Sun Times columnist famous for his exposes, meets Gary during one of his daily saves, Gary piques the interest of the reporter, who believes that the rescues are more than coincidental. Intent on investigating Gary further, Scanlon demands that Sun Times cameraman Miguel Diaz hand over the confidential file he's been collecting on Gary. Meanwhile, when Gary reads in the paper that Scanlon is about to be murdered, he rushes to save him but the paper lists the wrong time of death - leading Gary to be found at the scene by police and subsequently arrested. Mounting circumstantial evidence even has Detective Toni Brigatti convinced of Gary's guilt. After escaping his arraignment, with Marissa's help, Gary becomes a fugitive desperate to find Scanlon's murderer.

When Gary's own investigation leads him to one of Scanlon's informants, he learns that at the time of Scanlon's death, the reporter was about to break a story on a murder-for-hire ring. With the help of Sun Times photographer Miguel Diaz, Gary obtains a printout of Scanlon's notes for his story that identifies six murders that were made to look like accidents. Meanwhile, Detective Brigatti uncovers some evidence of her own, which proves Gary's innocence and implicates someone with whom she works closely in the department. When Brigatti is subsequently taken hostage and about to be murdered, Gary must save her before the real killer sets him up a second time.

While stealing cars for a chop shop, Jose (Joey) encounters Gary, who is brought in by police to ID the teenager in a criminal lineup. When Gary realizes that Joey is Miguel's little brother, he denies knowing him in order to protect his friend. Although Joey promises Gary that he will go straight, his accomplice pressures him into pulling another job, a heist in which the owner of the car is shot and Gary is taken hostage. While trying to convince Joey to give up his life of crime, Gary is wounded by gunfire and left to ponder whether or not he should have acknowledged Joey's involvement the first time around before people were seriously hurt.

Gary finds out why he was chosen to receive the paper.