Dilbert loses "the knack" for technology when he gets management DNA from accidentally drinking from the Boss's cup. His resulting mis-steps send the world back to the Dark Ages.

On the eve of the new millennium, everyone — except Dilbert — is making New Year's plans. While assuring everyone that the company is prepared for Y2K, Dilbert discovers that the computer mainframe's main processor isn't Y2K-compatible and all the company's systems will crash if it isn't fixed. Dilbert is rewarded for discovering this by being assigned to fix it, and he discovers that the system's original programmer was Wally. But have years of drudgework dulled his brain too much to be able to tackle this crucial task?

Dilbert is tasked with naming a product that hasn't even been designed yet, and the stress (brought on by a recurring nightmare) makes Dilbert think he's turning into a chicken.

The Gruntmaster 6000 prototype is put to the test by an evil masked test engineer named Bob Bastard.

Dilbert and Wally become majority shareholders of their company after Dogbert manipulates the stock market.

Dilbert is forced to be a charity coordinator for the "Associated Way" charity drive.

The pre-production—non-lab-tested—Gruntmaster 6000 is scheduled to be tested by a Texan family.

Dilbert and Alice must work together to stop a rival team led by the legendary "Lena" from stealing their ideas and presenting them to the Boss as her own.

Dilbert discovers that the office is inhabited by a race of former employees who have been "downsized" (literally shrunken down to size after they've been laid off) after finding all of his belongings used, the dry-erase markers disappearing, and X-rated websites on his computer.

Dilbert, Alice, Wally, Dogbert, and the Pointy-Haired Boss take a business trip to Elbonia. Alice and Dilbert attempt to free the Elbonian people (Alice adopts an Elbonian baby while Dilbert introduces the workers to human rights) while Wally becomes a prophet.

The repetitive passing-on of the same cold strain in Dilbert's office causes it to mutate and turns the coworkers into monsters. Rather than eliminate the virus, the company decides to start fresh by moving everyone to a new office, which Dilbert is tasked with designing.

Dilbert thinks there are too many time-wasting holidays; Dogbert concurrently convinces Congress to abandon all holidays in favor of a National Dogbert Day.

Dilbert is fired from his job when he is suspected of being a spy for a rival company (which was a rumor cooked up by Dogbert's online newsletter) and gets hired at a company that actually treats their workers like people.

Dilbert's mother's birthday is coming up, and in search of the perfect gift, he returns to the mall where he was abandoned by his father (voiced by Buck Henry) years ago.

Dilbert is sent to prison after the boss frames him for a fatal traffic accident. Once inside, he applies his knowledge of mathematics and engineering to prison life and takes over his cell block.

Dilbert has a near-death experience at a gas station, and finds that the afterlife is exactly like the office. Meanwhile, a group listening to a multi-level marketing speech become hypnotized, and through a bizarre accident caused by a crashing space shuttle and the birthday kit create a religion based on Wally. Dilbert and Dogbert manage to cover up the crash, while Wally turns away his followers with his odd habits.

Dilbert's attempts to design a Furby-style children's toy go horribly awry when the toys gain sentience and mutate into hideous but benevolent creatures that want independence.

Dilbert is assigned to create a digital work of art. The result, the "Blue Duck," ends up appealing to the lowest common denominator of society and destroys the value and popularity of classic artworks.

Dilbert tries to end world hunger by creating a new, safe, artificial food, but it tastes so bad that even people dying of starvation refuse to eat it – until his mother gets involved.

After a heated debate, Dilbert and the building's security guard trade jobs to see who can do the other's job better. Dilbert quickly finds himself in over his head when he discovers an illegal casino being run underneath the building.

The Boss decides that the company needs to merge with another, and chooses a company of brain-sucking extraterrestrials.

Dilbert's home is chosen as the location for an off-site meeting when a dendrophile sues his company because of their deforestation policies.

Dilbert is unwillingly promoted to management and given an assistant, sparking a showdown with the other engineers.

The annual company picnic comes around and so does the softball game between Marketing and Engineering. This episode is based on Romeo and Juliet.

Dilbert and his co-workers find an empty cubicle and start dumping their obsolete computer equipment into it. To keep the marketing department from claiming the cubicle, they hack into the human resources database and create a profile for a fake engineer named Todd. The plan backfires when Todd is named project leader and develops a messianic reputation.