After Henry witnesses Gary rescue a clown from a falling bucket, nothing can stop the child from finding out about the paper. However, Henry misuses the information contained within the paper, but things get worse when Henry's father sees his child's "gift" as a way to make a quick buck.

Erica reunites with a childhood friend, Nick Sterling, who seems to be the perfect guy. Gary is jealous of their relationship and reads in the paper that Nick is going to propose to Erica. Gary also reads that the hospital that Nick just got done building is going to catch on fire at the opening party so he goes to the party but the building still catches on fire and he has to save Nick and Erica.

Gary is abducted by two witches that he saved from a fire. The witches believe that Gary is a warlock, and that Gary can help them free their sister who has been locked up for close to 200 years.

A surprise visit from Chuck makes Gary suspect an ulterior motive.

Gary tries to clear the name of an innocent man on death row hours before his execution. Lucious Snow had failed to stop the murder, but left Gary some clues.

Gary is in danger after preventing a spa worker from being shot in the sauna. Turns out that the people who were going to kill him are mobsters and the spa worker is actually an FBI agent working on a case to bring the mobsters down.

To his surprise, Gary runs into his mother in the middle of Chicago. Later he shadows her and sees her drinking champagne with a strange man. Gary first suspects an affair, but learns that the stranger has tricked her into investing in a fictive company.

Gary is mistaken for a substitute teacher while attempting to stop a high school shooting.

Gary catches a snake that was going to bite a bingo player who faints and knocks her head. However, she's incapable of her next doings: babysitting Henry. Gary takes over, but Marissa warns him that he can't handle both the paper and Henry. While babysitting for Henry, Gary's intervention with one accident sets off a chain reaction of accidents.

An old ex-cop with an outdated driver's license starts his car and Gary crawls on it to stop him driving. Two Italian tourists are robbed by fake taxi drivers. The tourists charm Erica to show them old Chicago buildings, and Capone's last living major gang member is released from prison.

Gary decides to tell Erica about the paper but she does not believe him until she witnesses him saving the life of a little girl trapped in a refrigerator. Unfortunately, Patrick, who is looking for an apartment, accidently takes Gary's paper.

While in town to discuss a major deal with the Chicago Cubs, star ball player Andy Miller escapes serious harm when Gary saves him from being severely injured in a freak accident. Andy does bruise his shoulder during the incident, however, and Gary takes him to the hospital where Andy winds up falling in love with his physician, Dr. Suzy Pietro. Andy decides to accept the Cubs lucrative offer so he can stay in Chicago and be with Suzy. Unfortunately, Andy's agent doesn't want him to sign with the team and he soon learns that Suzy is contemplating a marriage proposal from another man. When Gary reads that Andy is going to choose a different ball club, he rushes to keep Andy with the Cubs and reunite him with Suzy.

Marissa's old friend, Julius aka C-Roc, is in town for a cd signing and Gary has to prevent him from being killed.

A couple is fighting with each other over their lingerie company, and Henry befriends their daughter.

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.

Crumb is about to publish a manuscript about police corruption in Chicago, when he becomes the target of someone who doesn't want the book to come out. Gary and Crumb then narrowly escape a drive-by shooting, and Federal Agent Brigatti, who recently transferred to the Chicago detective squad, takes on the case and attempts to track down Crumb's potential killer.

Gary tries to prevent an accident involving a rare monkey, but he gets bitten by the animal and is forced into quarantine until it can be determined whether or not he has contracted a rare disease. In the meantime, Gary enlists Marissa's help in preventing the elderly man from being injured in a variety of dangerous mishaps. With the help of her new boyfriend, Emmet, she attempts to save the man.

While Gary is able to prevent a robbery attempt by the dangerous criminals, he is unable to convince the local sheriff that the convicts are hiding out in his little town. It turns out that Joe is an envious old high-school classmate of Gary's who decides to throw him in jail for causing a raucous. While behind bars, Gary reads in the paper that his mother will be killed by the convicts. When he's unable to convince Joe to stop by his parents house to prevent the impending tragedy, Gary's dad, Bernie, comes to his rescue and they both rush to save Gary's mom.

Gary does his usual routine to help others, and finds himself involved with the robbery of an ancient Chinese helmet that was stolen from LA. Detective Sammo Law from the Los Angeles police department is in Chicago looking for the missing helmet. After investigating Gary's involvement with the case, Sammo and Gary find out Gary accidentally bought the helmet as a piece of an art decoration object. Unfortunately the helmet is stolen again, forcing Sammo and Gary to team up to get it back, while trying to stop the man who stole it and his niece from being murdered by international smugglers who want the helmet.

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.