This show is about a hapless man in his mid-20's named Tim who lives in New York City with his girlfriend Amy. Throughout the series, Tim constantly finds himself in increasingly awkward situations in both his work and personal life.
Tim becomes an assistant to a women's professional basketball player.
Tim decides to go for a job-interview haircut.
The Boss gets a city block named after him, but needs Tim's help for the ceremony.
Stu feels rejected by his Bar Mitzvah-aged nephew, who once idolized him.
Tim gets back his old high-school golf-course job and competes with a 14-year-old in a "caddy-off."
To impress Amy's dad, Tim claims to have a lucrative career selling sausages.
Tim tries to help an immigrant worker posting job flyers.
Former Omnicorp employees file a class-action lawsuit with Tim as key witness.
Tim winds up with one Rodney as his assistant while Stu harasses the other.
After The Boss's divorce takes effect, he goes to extreme measures to keep his dog Keith.
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.
Tim is invited to pose for GQ.
The debt-ridden priest for the NY Jets asks Tim to place wagers on his behalf.
The Boss invites Tim to be the "token white boy."
After an ecological disaster involving Omnicorp, the company publicist chooses Tim to be the face of their apology.
