Bill is unhappy: he's married a banker's daughter and has a non-job at the bank; his wife Jess is tied to daddy's purse-strings; and, Bill is developing a gut from lack of exercise and constantly eating candy bars. He dreams of buying a donut franchise to be independent of Jess's dad. Bill is roped into a mentoring program at his old prep school, assigned a smart-mouthed kid who pops up when least expected. When Jess starts an affair with Chip, a local TV personality and vain Rob Lowe look-alike, it sends Bill, the kid, and a young sales clerk from a lingerie shop on a quest to win back Jess and get the donuts. What about self-respect?

In the movie Bill's father in law's character is named John Jacobi. Jan Jacobi is the head of the MICDS middle school, where many of the Tate Academy scenes were shot.

Bill:
They hate that I'm working at their bank. I hate that I'm working at their bank.

Continuity: When Bill is cutting the picture of Chip out of the magazine, he only makes one cut between his legs, but in the next shot there are two cuts between Chip's legs.

Written by Jeff Rona
Performed by Jeff Rona