Ephron wrote the script for the 1989 movie (and said she based the character of Harry off director Rob Reiner). Billy Crystal starred as Harry Burns, who meets Sally Albright (Meg Ryan) when they drive from Chicago to New York and the two get in an argument over whether men and women can truly be friends without romance getting in the way. Sally says yes; Harry gives an emphatic negative. The movie was nominated for a Best Original Screenplay Oscar for Ephron.
Great quote: "I love that you are the last person I want to talk to before I go to sleep at night. And it's not because I'm lonely, and it's not because it's New Year's Eve." –Harry Burns (Billy Crystal)