1974. dir. Francis Ford Coppola, starring Gene Hackman, Cindy Williams, John Cazale, Allen Garfield, Frederic Forrest.
Seen it before? No.
Gene Hackman plays Harry Caul, who is an expert in surveillance. He records a conversation between a man and a woman in Union Square in San Francisco. The degree of difficulty indicates that they knew somebody might try to record them and are trying to avoid it. Harry feels guilty because a previous wiretap of his resulted in three people getting killed. He's worried that something similar might happen this time, and he's right, but not in the way he thinks.
It's your typical 70's quiet, contemplative movie. Great cast, especially Gene Hackman. Supporting cast is good too. This is the first movie on the list featuring John Cazale. He only appeared in five movies, and all five are on the list. Also featured are a very young Harrison Ford and Shirley from Laverne and Shirley...
Position on the list: 226
Plot hole: The woman in the green dress. Duh, Gene Hackman, why did you trust her?