Pam is embarrassed when she is the only person at corporate wearing a costume on Halloween. Pam's intended costume is Charlie Chaplin, since her mustache was applied with grease paint, she shows annoyance that she cannot remove her hat, since she then resembles Adolf Hitler. In Scranton, Stanley wears a Creature from the Black Lagoon mask in order to sleep at work and not get caught while Creed, Kevin and Dwight dress up as Heath Ledger's version of the Joker from The Dark Knight.
Kelly dresses up as Carrie Bradshaw from Sex and the City, and Ryan tries to woo her. Ryan dresses as Gordon Gekko from the film Wall Street, which Kelly associates with the GEICO gecko. Oscar dresses up like Uncle Sam, Meredith is a cheerleader, Phyllis is Raggedy Ann, and Andy is a cat from the Broadway show Cats. Angela is in the same kitten outfit as she was in "Halloween". Jim's outfit is minimalist as usual, dressing up as a guy named "Dave" (a costume consisting of his normal attire, with a name tag).
Holly has been transferred back to her old branch in Nashua, New Hampshire after CFO David Wallace discovered her relationship with Michael. Michael and Darryl help her move using Darryl's truck. Michael and Holly want to continue their relationship, but as they get closer to Nashua, Holly starts to come to the realization that their relationship is not going to work with the long distance, citing the seven hour drive. Michael continuously begs her to keep their relationship alive as he fears he will go back to Jan.
Michael had originally intended to spend the weekend with Holly before heading back to Scranton, but after they move her stuff into her new house, he changes his mind and decides to head back with Darryl. Michael and Holly share one last embrace before he leaves. In the truck, Darryl tries to console Michael by teaching him to sing the blues, which Michael does not understand but ultimately joins in.
Jim meets Pam in New York for lunch with his brothers, Tom and Pete. Pam, Tom, and Pete arrive early to discuss a prank Pam wants to play on Jim that involves her engagement ring. Tom and Pete, however, think of playing a prank involving her interest in art, which she agrees to, though she appears to be mildly offended. When Jim arrives, Tom and Pete begin mocking Pam's interest in art, and Jim continuously comes to her defense.
When the argument becomes heated, Tom and Pete reveal it was a prank, and Jim and Pam stare awkwardly at each other. Later, when Jim and Pam are walking outside of the restaurant, Pam explains her original idea for the prank, which Jim appreciates much more than his brothers' idea. Moments later, Jim receives a text message from his brother stating his approval of Pam and welcoming her to the family.
Meanwhile, back in Scranton, Dwight comes in wearing a Cornell sweatshirt, which irritates Andy, who thinks Dwight is mocking him. Dwight tries to talk about Cornell with Andy and tells him that he is going to apply there. He further installs a Cornell pennant and a Cornell mascot bobblehead in his area. Unable to take any more of Dwight's mocking, Andy calls the university and is given permission to give Dwight his interview for admission.
Andy has no intention of allowing Dwight to pass, but during the interview, Dwight notices inconsistencies with Andy's questions such as asking who was Cornell's eighth president, which Dwight answers correctly as Dale R. Corson, but Andy replies that Cornell's seventh president was James A. Perkins. Then Dwight starts writing down his critique of Andy's interviewing skills, which he tells him he is going to send to the university. Dwight additionally gets to Andy by proclaiming his newfound desire to change his application to the "vastly superior Dartmouth," which becomes the last straw for Andy.
After a heated physical struggle with the conference room table, Andy gives up. At the end of the episode, Andy comes into the office in overalls, a farmer's hat, and a basket of beets, saying he is starting his own beet farm, hence trying to be like Dwight. Dwight, however, is quick to point out Andy's knowledge of beets, or lack thereof. Through the day Angela is seen to be annoyed by both Andy and Dwight's antics, but does not speak up against either one.
- The scene in New York City with Jim's brothers was filmed at the East 3rd Steakhouse and Lounge in Los Angeles
- Andy and Dwight mimicing eachother at the beginning and end of the episode is similar to Dwight and Jim doing the same. In both episodes, the first imitator leaves the victim so frustrated that the latter humiliates himself with an attempt of payback.
- Creed, Dwight, and Kevin dress up as Heath Ledger's version of The Joker from The Dark Knight, while Creed has the most impressive costume.
- Kelly dresses as Carrie Bradshaw from Sex and the City.
- Pam dresses up as Charlie Chaplin and points out that without her hat she looks like Adolf Hitler.
- Ryan dresses up as Gordon Gekko from Wall Street, though Kelly confuses that with the GEICO Gecko.
- Jim's brothers both look at the camera with comedic facial expressions just like Jim.
- Steve Carell as Michael Scott
- John Krasinski as Jim Halpert
- Jenna Fischer as Pam Beesly
- Rainn Wilson as Dwight Schrute
- B.J. Novak as Ryan Howard
- Ed Helms as Andy Bernard
- Leslie David Baker as Stanley Hudson
- Brian Baumgartner as Kevin Malone
- Creed Bratton (actor) as Creed Bratton
- Kate Flannery as Meredith Palmer
- Mindy Kaling as Kelly Kapoor
- Angela Kinsey as Angela Martin
- Oscar Nunez as Oscar Martinez
- Craig Robinson as Darryl Philbin
- Phyllis Smith as Phyllis Vance
Special Guest Star
|Kevin's Loan||The Office: Season 5||The Outburst|
|#01||Weight Loss||#07||Business Trip||#13||Stress Relief||#19||Two Weeks||#25||Cafe Disco|
|#02||Business Ethics||#08||Frame Toby||#14||Lecture Circuit Part 1||#20||Dream Team||#26||Company Picnic|
|#03||Baby Shower||#09||The Surplus||#15||Lecture Circuit Part 2||#21||Michael Scott Paper Company|
|#04||Crime Aid||#10||Moroccan Christmas||#16||Blood Drive||#22||Heavy Competition|
|#05||Employee Transfer||#11||The Duel||#17||Golden Ticket||#23||Broke|
|#06||Customer Survey||#12||Prince Family Paper||#18||New Boss||#24||Casual Friday|