Dillinger is shown serenading his hostages while driving away from the prison escape by singing "The Last Round-Up". "The Last Round-Up" was published in 1933. It became songwriter Billy Hill's biggest hit. It wasn't long before the song became Number 1, and stayed there for nine weeks. According to Lee Hill Taylor, while her father was working on a ranch in Montana, he asked one of the cowboys why they continued to ride in a round-up when they got older. The cowboy told him there was a time when they had to stop, and that would be their "last round-up." Right after their brief conversation this cowboy was riding his horse and was accidentally knocked off and trampled to death. Hill never forgot that terrible accident, and used it as the basis for his memorable song.

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