The Dunder-Mifflin staffers join in kindergarten-like festivities for Valentine's Day while Michael heads to New York City for a conference with the corporate heads. After showing the documenters a tour of his favorite city, Michael accidentally lets slip to the others at the conference that he and Jan hooked up, and he finds himself in hot water when Jan and the new CFO of Dunder-Mifflin hear the story. Back in Scranton, Pam becomes irked when she discovers that Roy hasn't gotten her anything for Valentine's Day, Dwight struggles to find a gift for Angela, and Kelley talks off Jim's ear about her rather desperate affections for Ryan, who is less than interested.

When Michael unintentionally outs a gay employee, he stumbles through a sensitivity mine-field. Also, we find out what happened with Jim and Pam.

Kelly set Pam up on her first date since breaking up with Roy. She was very nervous. Michael tried giving her dating tips and told her she should freak her date out by wearing her wedding dress.

Michael had made it a point to have Movie Monday every week. He called the office into the conference room to watch a 30-minute installment of Varsity Blues, but Jan made an unexpected visit and did not like what she saw.

Jim felt awkward at the morning meeting when his boss put him charge of managing Karen and her responsibilities. The other co-workers looked at Jim as a kiss ass. Later on, he flirted with Karen in the break room and told her she shouldn't work until she found her favorite snack chips.

Dwight was very excited because he got to take Ryan on his first sales call. He couldn't wait to show Ryan how the sales are really done. Before that, the men took a little side trip to the Schrute family beet farm. Dwight thought it would be funny to leave Ryan on the farm.

Michael was educating the entire staff about Diwali, the Hindu holiday that Kelly celebrated. Kelly had invited everybody from work to the celebration. Pam was unsure if she was going to make it, she later confided in Angela that she was saddened because she had nobody to attend the celebration with.

Jan told Michael that the board had voted to close the Scranton branch. There would be a select group of employees that would get a severance package; the others would be going to work at the Stamford branch. She informed Michael that he would be one who would get a severance package.