A struggling writer narrates the stories of his life, showing what did happen, what could have happened, and what should have happened.
The death of a co-worker at the office results in different reactions from different people.
Andy's dilemma: keep seeing a hot sexy woman, or dump her because of her anti-semitic remarks.
The company puts yet another person in Andy's office, and he turns to his college fraternity brothers for worship and support.
The office gang plot revenge against an executive who is cutting costs and making their lives miserable, until they find out his secret.
The employees find themselves in compromising positions when they take a night train to a co-worker's out of town wedding.
Andy gets $3000 for recommending a candidate for a job opening; Wendy tests a new antihistamine for the pharmaceutical department.
Andy sets Jessica up with a guy from work who seems to have a split personality.
When a trip to Paris opens up for someone in the company, Byron and Andy fiercely compete to get the trip. But when Andy is entrusted the care of Jessica's cat, and then loses the cat, he puts his chance of getting the trip in jeopardy.
Byron joins a religious cult that worships a sacred sheep.
Andy and the gang meet at Jessica's house to eavesdrop on a neighbor's therapy session
Freddy Pickering inherits the Pickering agency when his mother passes away, but he turns out to be crazy. He promotes Andy, leading to a rift between Andy and his friends. To make up for that, he talks Freddy into including his friends on a trip to Rio.
Andy dates Jessica's maid Irina despite her objections but he quickly realizes she is not the one. Wendy feels insecure because Keith has no insecurities.
Jessica's 12 year old nephew blackmails his baby sitter, Andy, into letting him use a jet propulsion backpack.
Byron and Andy are tasked to write a manual for a deep fryer. To Andy's amazement, Byron's idea impresses management and he is put in charge.
Wendy writes a medieval short story about her relationship with Keith; Byron unintentionally becomes a pimp.
Andy begins to feel guilty about not volunteering his time to charity.
Andy talks the gang into helping move his grandmother, even though she never has anything good to say about him. Byron gets closer to his grandmother than Andy expects, and Wendy and Keith sample some of her old bottled medicine. Andy's neighbors Teak and Phil help Jessica erase some e-mails, and her appreciation is mistaken for affection.