Everybody demands that Michael fire the new office assistant, but he won't because he's his nephew. Meanwhile, Pam tries to play a prank on Dwight, who has bought the office building, to make up for ruining Jim's prank.
Andy invites the entire office to watch him in the community theater production of "Sweeney Todd," but Erin decides to babysit for Jim and Pam instead, and Michael is upset because he auditioned for the lead and didn't get it.
A herpes scare causes Michael to get back in touch with his ex-girlfriends, where he decides to reevaluate those relationships. Meanwhile, Andy tries to teach safe sex to his officemates, but he has a clear ulterior motive.
It's Halloween at Dunder Mifflin, and Michael is upset that Darryl went over his head with an idea, and Jim and Pam are obsessed with finding out why Danny didn't call Pam back when they were dating four years ago.
During Jim and Pam's daughter's christening, Michael becomes upset over the lack of family-like unity between himself and his employees. So he responds by impulsively joining a teenage church mission to Mexico.
Michael sabotages Erin's "Glee" viewing party because of his contempt for Gabe, Jim and Pam discover that Dwight can keep their daughter from crying, and Andy has a bad reaction to a mixture of wine and a Japanese stimulant.
Some co-workers who invested in Ryan's Internet venture want him to sell, but Michael refuses to go along. Meanwhile, Jim loses his motivation to work when he reaches his commission cap, and Dwight creates a hay festival in the parking lot.
Pam stands up to Dwight when he makes cutbacks to save money in the building, but will Dwight have the last laugh? Meanwhile, the office is surprised and energized when Michael outsmarts Oscar in a debate about China.
Michael gets upset when Holly returns from the holidays without an engagement ring, but still together with her boyfriend. Meanwhile, Pam tries to help her co-workers keep with their New Year's resolutions.
When Jim gets an emergency phone call from Helene, he is forced to leave Michael in the bathroom of a gas station. Meanwhile, Holly, Erin and Dwight set out on a journey to find Michael. Back at the office Pam's artwork starts a captioning contest that seems to offend Gabe.
It's Valentine's Day, and the office is fed up with Michael and Holly's PDA, Andy helps Erin solve Gabe's riddles to find her gift, and Jim and Pam get drunk and try to find a place in the office to have sex.
As the office gets ready for Michael's final day at Dunder Mifflin, Michael doesn't tell anyone that he's leaving a day early. Meanwhile, Deangelo accompanies a nervous Andy on a visit to one of Michael's old clients.
The Scranton branch puts together a search committee to find the next boss, but the pool of interviewees proves to be less than impressive, and Dwight demands an interview in spite of his gun accident.