Michael isn't supposed to let anyone know that he and Jan went on vacation together in Jamaica, but he accidentally circulates a compromising photo of them to the office via e-mail.
Dwight does a favor for Angela to keep her from getting in trouble. Andy finds out and uses it against him to get in tighter with Michael. Now Dwight must fess up, which will reveal his relationship with Angela, or risk getting fired.
Andy does the impossible--he makes everyone in the office miss Dwight, who is forced to take a job at Staples. Meanwhile, Oscar comes back to the office and Michael predictably throws a stereotypical Mexican party to celebrate.
Michael asks Jim to get a male stripper for Phyllis's office bachelorette party, but he gets a Ben Franklin impersonator instead. Meanwhile, the men's bachelor party goes as planned until Michael becomes uncomfortable with the stripper.
Michael exaggerates the importance of his small role in Phyllis's wedding and makes an ass out of himself, and Pam notices that Phyllis stole all of her wedding ideas from her original wedding plans.
Michael is a guest speaker for Ryan's business class, but they have a falling out after Michael finds out that Ryan spoke negatively about Dunder Mifflin. Back at the office, Dwight tries to kill a bat that he found in the ceiling.
While Michael and Jan go to their first Dunder Mifflin outing as an official couple, the office workers left behind go out for happy hour. During happy hour, Roy finds out that Jim and Pam kissed on Casino Night.
Dwight saves Jim from an attack by Roy, but Dwight won't allow Jim to thank him for it. Meanwhile, Darryl asks Michael for a pay raise, and Michael discovers that he is woefully underpaid--so Michael goes to headquarters to ask for one himself.
Andy returns to the office after weeks of anger management training, determined to make a fresh start with all the Dunder-Mifflin employees. Meanwhile, it's safety training day in the office, and Michael and Dwight are on a mission to illuminate the dangers of the workplace.
Michael tries to be proactive during a watermark crisis, but only makes the situation worse. Meanwhile, Angela has trouble being apologetic with customers, and Andy discovers a secret about his new girlfriend.
Phyllis gets flashed in the parking lot, and Dwight goes all out to secure the premises. Michael ostensibly takes the women in the office to the mall to comfort them, but he's really doing it to get advice about breaking up with Jan.
Michael uses "beach day" at Dunder-Mifflin to find out which employee would be his most capable replacement, just in case he receives the promotion to the New York office that he's applied for.
Michael appoints Dwight as regional manager, anticipating that he will receive the job at corporate. Jim and Karen also interview for the same position. And Michael gets back together with Jan after she gets a boob job.
Michael accidentally runs over Meredith in the parking lot, and his guilt causes him to organize a 5K run for her. Dwight and Angela have a falling-out after he kills her cat, and Jim and Pam's relationship is discovered.
Michael feels threatened when Ryan returns to the Scranton office to share his ideas about the future of Dunder Mifflin. Jim and Pam's relationship is shared with the entire office, while Angela and Dwight's relationship is on the rocks.
The Dunder Mifflin Infinity website is launching and Michael is excited about going to the big launch party in New York while Angela plans a satellite party for the Scranton branch. Meanwhile, Dwight competes against the website to see who can sell the most paper in one day.
As Jan renovates the condo, Michael confronts his growing debt every way he can, which includes getting a second job. Pam and Jim spend a night out on Dwight's family beet farm, now a bed and breakfast.
Michael tries to make a local Dunder Mifflin commercial that is better than the one the professional ad agency made for them. Meanwhile, Andy tries to confide in Dwight about his new relationship with Angela.
Michael and Dwight try to play a prank on Karen, who is now manager of the Utica branch, after she tries to steal Stanley from the Scranton office. Meanwhile, Pam, Toby, and Oscar start their own exclusive office book club.
After Michael isn't invited to a camping trip with Ryan, he sets out to prove that he can brave it out in the wilderness by himself. Jim, who is in charge of the office while Michael is gone, tries to change the birthday party policy.
Michael is put in an awkward position when Jan sues Dunder Mifflin for wrongful termination and he is deposed as a witness. Kelly begins smack-talking Pam after Darryl beats Jim at ping-pong.