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Traffic Squad Parade, November 5, 1908. Mayor George McClellan alighting from auto on the plaza at Union Square. View full size. 5x7 glass negative, George Grantham Bain Collection. "Max" McClellan, New York mayor from 1904 to 1909, was the son of Civil War general George B. McClellan.
Maybe it’s one of those pneumatic mail tubes?
[Those were underground. - Dave]
My first thought was that the opening in the pole was a trash or cigarette butt receptacle. But after looking some more, it looks more like it’s broken, with the broken parts resting inside.
[It's the cast-iron shell around the supports for whatever this is. - Dave]

Are you sure about that - it's the tire on our right
The tire isn't peeling - what you're seeing is patches of light and shadow.
Anyone know the make and model of car?
what's up with that pole, a piece is missing, is it a light pole? that front tire looks like it is peeling?
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