I Shot Jesse James (1949)

John Kelley: Miss Waters, don't be worried about me losing any money in your show. I don't have any, but I'd still like to talk to you again.

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Bob Ford: I... I want to tell you something I ain't never told anyone. I'm sorry for what I done to Jess.
Cynthy Waters: Oh, Bob!
Bob Ford: I loved him.

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Harry Kane: Gold is nothing but that last corruption of degenerate man. But to be a little corrupt for the sake of art, that I wouldn't mind.

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The character played by Robin Short, identified in the cast merely as "Troubadour," is obviously based on the real-life traveling musician Billy Gashade, who shortly after James' death wrote the "Ballad of Jesse James" sung by Short in the film and also used as a recurring theme by composer Albert Glasser.
Shot in ten days.
The skilled gunman who attracts younger opponents who want to defeat him is very commonplace in the world of westerns. This movie is said to be the one that started this trend.
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