Lawrence Wetherhold (DENNIS QUAID) is an English Lit professor at Carnegie Mellon, but he isn't a nice or happy guy. Unable or unwilling to learn his students' names or meet with them about their work, he's still stinging from yet another publishing failure.
Things aren't much better at home, as his son, James (ASHTON HOLMES), is enrolled at the university, but isn't pleased when his dad drops by, while his younger sister, high-schooler Vanessa (ELLEN PAGE), has inherited her dad's intellectual elitism and thus has no friends. With her mom having died sometime in the past, Vanessa must play the role of the surrogate homemaker while also cramming for the SATs.
Accordingly, neither she nor her dad is pleased when Lawrence's adopted brother, Chuck (THOMAS HADEN CHURCH), shows up as he's inclined to do whenever he needs money. Lawrence doesn't want to give him any, but he needs a chauffeur of sorts following a fall and subsequent seizure that has emergency room doctor Janet Hartigan (SARAH JESSICA PARKER) order that he not drive for the next six months.
He's unaware that she's a former student of his, and one who had a crush on him and still seems to now. From that point on and as Lawrence tries to get his latest book published while also vying for the chairman spot of the English department, Chuck encourages him to ask Janet on a date, while also trying to get Vanessa to loosen up and be happy.