When Tim messes up with his co-workers, Debbie tries to help him out.

Rodney and Stu get Tim into trouble with an office prank.

Tim shows Amy's dad a good time.

Tim's pep talk ruins the mail guy's life.

After a trip to Brooklyn, Amy accuses Tim of being anti-baby.

Tim gets mugged on the subway, and ends up ruining the mugger's life.

Tim goes on a business trip with an older colleague.

Tim offends the IT guy, who in turn, implicates Tim in an affair with the boss' wife.

Amy gives Tim a "free pass" after her own alcohol-induced indiscretion.

The Boss joins his "bros" - Tim, Stu, and Rodney - for a night out at an uptown jazz club.

Amy's Jewish "work husband" has buyer's remorse after buying Tim's favorite Irish bar.

Tim goes to the races and finds inspiration from Amy.

Tim upsets an elephant trainer when the circus comes to Manhattan.

Debbie becomes a palm reader and informs Tim of his fate in Staten Island.

During a corporate retreat in Coney Island, Tim ruins the career of an escape artist.

Tim's Halloween costume is misinterpreted.

Stu discovers he is an excellent table tennis player and uses his newfound skill to attract women.

Tim loses his job when the Chairman of Omnicorp flies in from the UK.

Tim befriends a well-known novelist, who inspires him to fulfill his dream of becoming a writer.

Tim's past comes back to embarrass him while on a business trip.

In their new co-op building, Tim and Amy sign a VIP privacy form without knowing exactly whose confidentiality they are supposed to protect.

Tim racks up a record-breaking corporate card bill.

Amy and Tim host game night, which takes a strange turn when Tim disappears to buy Jenga despite inclement weather.

The Boss recruits his employees for a covert operation.

Amy and Tim go on a Vermont foliage tour with Stu and his new lady friend.