Jerry sets Molly up with a high-school senior who works in his office and has nearly the same personality traits as her dad, but the teen has her heart set on a new student from England. Meanwhile, Harriet asks Grant to teach her to play the guitar; and Rick has money problems with a bookie.

Molly teaches Rick how to be sensitive when he starts dating a new flame, but her efforts backfire when the woman dumps him. Meanwhile, Mary is obsessed with documenting her mother's past.