42. Jerry Maguire (1996)
As a drama, romantic comedy and sports movie all at once, Jerry Maguire is forced to wear a lot of hats, but peak era Cameron Crowe manages to pull it off with more than a little help from his cast.
Cuba Gooding Jr. Won and Academy Award for Best Supporting Actor, Tom Cruise nabbed a Golden Globe in the lead category, and the movie was nominated for Best Picture at both, which makes it sound like more of a prestige awards contender than a rom-com.
However, the beating heart of the entire film is the dynamic between Cruise’s title hero and Rene Zellweger’s Dorothy, and even if you’ve never seen Jerry Maguire, you already know several of the most famous quotes off by heart.
