A New York woman falls for an older man, but they have to deal with problems stemming from the sizeable age gap as the relationship progresses. Romantic comedy, starring Sarah Michelle Gellar and Alec Baldwin.

Publishing assistant Brett Eisenberg wants to be a big-time editor. However, she lacks self-confidence, a problem that isn't helped by her new, overbearing boss. Brett soon enters into a relationship with Archie, an older man who has plenty of his own issues, including alcoholism, diabetes and a difficult relationship with his daughter. Intent on helping Archie get past his problems, she turns to her dying father for advice.