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Jack & Bobby Season 1 Episodes

Season 1 Episode Guide

Season 1

22 Episodes 2004 - 2005

Episode 1

Pilot Episode

Sun, Sep 12, 2004 60 mins

Jack (Matthew Long) asks out the new girl in town but has trouble convincing her that his intentions are sincere; Bobby (Logan Lerman) starts high school and has a rough time with it; and Grace sticks her foot in her mouth when she meets the university's new president. Grace: Christine Lahti. Courtney: Jessica Paré. Marcus: Edwin Hodge. Peter: John Slattery.

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Episode 2

Better Days

Sun, Sep 19, 2004 60 mins

Courtney (Jessica Paré) asks Jack out on a "date," but his enthusiasm quickly fades when she invites Bobby to go with them. Elsewhere, Peter tricks Grace into having dinner with him when she confronts him about his decision to cancel the university's annual Moonlight Address. Jack: Matthew Long. Bobby: Logan Lerman. Peter: John Slattery. Grace: Christine Lahti. Marcus: Edwin Hodge.

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Episode 3

The Kindness of Strangers

Sun, Sep 26, 2004 60 mins

Grace (Christine Lahti) gets Bobby enrolled in a program designed for high-caliber students, despite the fact that he came a few points shy of passing the entrance exam. Jack hosts the annual track-team party at his house while his mom's away for the weekend on a faculty retreat. President Lorio: Paul Sorvino.

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Episode 4

A Man of Faith

Sun, Oct 3, 2004 60 mins

Bobby's interest in religion is piqued when he helps Warren study for his Bar Mitzvah. Elsewhere, Grace insults a student (Lina Patel) with deep religious beliefs, prompting a campus-wide boycott of her classes; Jack gets a chance to rejoin the track team when the coach needs a replacement runner for Marcus, who's on academic probation. Rev. Belknap: Ed Begley Jr. Rabbi Rosinsky: Harris Laskawy. Tom: Bradley Cooper. Warren: Dean Collins.

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Episode 5

The First Lady

Sun, Oct 10, 2004 60 mins

Grace invites a homeless man (John Dennis Johnston) to stay at her house for a few days. Although she completely trusts her guest, Bobby is suspicious of him because of Jack's warnings that he may be dangerous. Also, Bobby and Warren are threatened by a bully after they witness her beating up a student; and Jack accompanies Courtney to a formal party at her house, causing Missy to question their relationship.

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Episode 6

An Innocent Man

Sun, Oct 17, 2004 60 mins

Grace gets Bobby a tutor after he fails a math quiz, but Bobby is tempted to take a different course of action in order to pass his next test. Elsewhere, Jack confronts Courtney about the kiss; a professor is accused of sexual harassment and Grace is put on the investigating committee; Missy invites Courtney over for a "girl's night" with her friends. Dex: Jeanette Brox. Rev. Belknap: Ed Begley Jr.

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Episode 7


Wed, Oct 27, 2004 60 mins

When Peter finds out that a college guy has invited Courtney to a party, he meets with the student and threatens to ruin his academic career if he continues to pursue his daughter. Elsewhere, Grace catches Bobby kissing Dex (Jeanette Brox) and decides to have a talk with her parents; and Tom insults Grace by asking another professor to critique his thesis. Merle: Dakin Matthews. Martha: Mary Gordon Murray.

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Episode 8

Election Night

Wed, Nov 3, 2004 60 mins

Bobby's depressed about "breaking up" with Dex, but he's convinced that she still cares for him and tries to win her back. Elsewhere, Grace helps host an election-night party and is dismayed at how uninterested the students are in the event; and Missy wants to sleep with Jack, who has doubts about whether he's ready to take that step.

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Episode 9

Chess Lessons

Wed, Nov 10, 2004 60 mins

Bobby continues to do chores at the Benedicts' house to pay Peter back for saving his life, but Peter has a better idea: he asks Bobby to play chess with him instead. Elsewhere, Jack is forced to bring his mom to Missy's house for dinner; and Tom needs help with a lecture, but Grace bails on him. Meghan: Samantha Quan. Garrett: Steven C. Nelson.

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Episode 10

Lost Boys

Wed, Nov 17, 2004 60 mins

Grace's brother (Tom Cavanagh) makes a surprise visit, just in time for her annual potluck Thanksgiving dinner. Meanwhile, Jack's friend Matt commits suicide, and Jack feels responsible because they had a falling-out a few months before his death. Matt: Patrick J. Adams.

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Episode 11

Today I Am a Man

Wed, Dec 1, 2004 60 mins

Jack and Missy make plans to sleep together; Grace invites her brother (Tom Cavanagh) to live with them. Meanwhile, Warren asks Bobby to invite a pretty classmate to his Bar Mitzvah, but Bobby inadvertently ends up asking the girl out on a date instead; Jack's annoyed when Courtney goes out with his track buddy.

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Episode 12

Running Scared

Wed, Jan 26, 2005 60 mins

Jack tries to keep secret a leg injury that he sustained when he was attacked at J.R.'s. When Bobby finds out, he's conflicted about whether to tell his mom. Elsewhere, Courtney meets a cute frat guy (Mike Erwin) and leads him to believe that she's a sorority girl; and a student catches Grace leaving Tom's apartment. Natalie: Virginia Williams.

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Episode 13

A New Frontier

Wed, Feb 2, 2005 60 mins

Grace's plans for a weekend with Tom are ruined when she remembers that she promised to go camping with Bobby, so she and Tom scheme to meet up on the trip. Also: Jack has trouble accepting his injury; and Courtney mischievously invites Nate to one of her dad's student-faculty parties. Nate: Mike Erwin.

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Episode 14

Into the Woods

Wed, Feb 9, 2005 60 mins

Bobby blackmails Grace into letting him go on a hunting trip with Peter by threatening to tell Jack about her relationship with Tom. Meanwhile, Jack finds out that Missy and Randy are dating; and Courtney plans a weekend at her place with Nate (Mike Erwin).

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Episode 15

Time Out of Life

Wed, Feb 16, 2005 60 mins

A professor (George Wyner) catches Tom and Grace kissing and threatens to report them unless they end their relationship. Meanwhile, Bobby plans a sleepover with the cool guys in school; and the town is struck by a blizzard, which strands Grace at Peter's office, and Jack at R.J.'s, along with Katie, Missy, Randy, Courtney and Nate.

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Episode 16

And Justice for All

Wed, Feb 23, 2005 60 mins

Jack learns the identity of one of the guys who jumped him when Warren and Bobby find Jack's wallet in a neighbor's garage. Later, he decides to confront his attacker, with Marcus's help. Elsewhere, Grace is ordered to end her relationship with Tom; and Courtney is put off when Nate doesn't invite her to his fraternity's formal.

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Episode 17

Querida Grace

Wed, Mar 2, 2005 60 mins

Bobby must research his family's history for a school project but Grace refuses to tell him about his father, so he sneaks into her closet and discovers a secret about his dad. Elsewhere, Jack and Katie catch Nate cheating on Courtney. Preston: Neil Patrick Harris. Katie: Kate Mara.

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Episode 18

Friends with Benefits

Wed, Apr 13, 2005 60 mins

The track coach asks Bobby to try out for the JV team, but Jack, who's still upset that his track career is over, isn't supportive. Elsewhere, Grace's mentor is in town and wants her to introduce him for a keynote speech; and Courtney discovers that Marcus has a crush on her.

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Episode 19

A Child of God

Wed, Apr 20, 2005 60 mins

Missy tells Jack she's pregnant, and he agrees to support whatever decision she makes. When Grace finds out, she takes the news surprisingly well, until Missy's parents insist that Jack marry their daughter. Elsewhere, Bobby wants to get baptized into the Episcopal Church, but he has trouble finding a sponsor.

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Episode 20

Under the Influence

Wed, Apr 27, 2005 60 mins

Bobby's class goes on a historical field trip to Philadelphia and, much to his dismay, Grace joins as a chaperone. Meanwhile, Jack gives Marcus permission to date Courtney. Katie: Kate Mara. John: Justin Kirk.

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Episode 21

Stand by Me

Wed, May 4, 2005 60 mins

To protect Marcus, Jack tells the police that he was driving on the night of the accident, though Marcus and Courtney are worried that Randy may contradict Jack's story when he comes out of his coma. Elsewhere, Warren and Bobby plan to bury a time capsule, but Bobby changes his mind when he finds out that Warren is moving.

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Episode 22


Wed, May 11, 2005 60 mins

Bobby discovers that Grace takes an annual trip to Texas to visit his father (Lou Diamond Phillips) in prison, and he pressures her to take him along. When Jack finds out, he decides that he should go, too, to be there for his brother when he learns the whole truth about their dad. Also: Gore Vidal appears as the host of the president's documentary, and Tim Robbins provides the voice of President McCallister.

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