Head over Heels (2001 film)

Starring Monica Potter, Freddie Prinze Jr., Sarah O'Hare, Shalom Harlow, Ivana Miličević, Tomiko Fraser, China Chow and Timothy Olyphant.

Amanda Pierce, a New York paintings conservator at the Metropolitan Museum of Art, has bad judgment in men, which becomes apparent when she finds her boyfriend cheating on her with a supermodel.

When Amanda discovers that Jim Winston, a guy she likes, lives in the apartment across from hers, she starts spying on him to try to find his flaw.

When Amanda confronts him, he turns out to be an undercover FBI agent, Bob Smoot, who was trying to gain a suspect's trust by staging his partner Megan's death.

[3] Analyzing the individual performances in the film, Robert K. Elder of the Chicago Tribune wrote: "With her Julia Roberts-like vulnerability and kewpie-doll eyes, Potter certainly outshines Prinze, who doesn't deviate much from his past teen dream roles—though he's winsome just the same.