From the amazing Moving Image Research Collections at the University of South Carolina, here are outtakes from a 1929 Fox Movietone newsreel showing tightrope walker Jimmy Terry walking 39 (45?) stories up between two buildings in Chicago.
Jimmy plays the ukulele and sings "I ain't gonna walk ropes anymore" to the tune of It Ain't Gonna Rain No' Mo' at around 7:30. Keep watching for the moment when he drops the uke.
The full Movietone newsreel plays from 10:30 on.
Link to Video
Image of Jimmy Terry's walk from Modern Mechanix, January, 1930