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The inverted Jenny (or Jenny Invert) is a United States postage stamp of 1918 in which the image of the Curtiss JN-4 airplane in the center of the design was accidentally printed upside-down; it is probably the most famous error in American philately. Only 100 of the inverts were ever found, making this error one of the most prized in all philately; an inverted Jenny was sold at a Robert A. Siegel auction in June 2005 for US$525,000.

Image source:http://www.postalmuseum.si.edu/exhibits/2f1a_1_inverts.html