Jerri suffers a devastating loss and can find no sympathy for her grief, though Mr. Jellineck chips in with his special blend of self-important empathy. The Father-Daughter Sack Race plays a pivotal role in this Very Special Episode.

Winona Ryder stars as Fran, the coolest girl in school, who makes a bet that she can make Jerri so cool that even Brent Brooks (Paul Rudd) will ask her out.