Michael and Holly have sex for the first time, and Michael holds a fund-raiser for the office after it is burglarized. Dwight confides in Phyllis after Andy and Angela set a wedding date, and Jim runs into Pam's ex-fiancé Roy.

Michael's new company struggles to make early morning deliveries while the office tries to get their expense reports in on time after Angela enforces Dunder Mifflin's policy.

Jim and Pam finally go on a double date with Michael and Pam's mother Helene on Helene's birthday, which takes a dark turn when Michael discovers just how old Helene is turning, and breaks up with her. Meanwhile, Dwight offers to do nice things for all the members of the office so that they will owe him a specific favor, but Andy ruins his plans.

Pam’s contractions begin but she and Jim are determined to wait it out as long as possible so they can have more time at the hospital. Meanwhile the rest of the office tries to distract Pam from the pain with food and entertainment.

Andy invites the entire office to his community theater production of Sweeney Todd in hopes that Erin will attend. Michael tries to put his jealousy aside and enjoy the performance while Jim and Pam struggle with their incompetent babysitter.

When Deangelo plays favorites, his management style is exposed.

The entire warehouse staff quits after winning the lotto, leaving Andy and Darryl to scramble for replacements while several of the office workers get a taste of the warehouse life.

Andy makes a game-changing decision and takes a road-trip odyssey in the name of romance. Elsewhere, Nellie arrives at the Scranton branch and sets out to seize the manager position.