The iconic image above is from the cover to the very first issue of The New Yorker in 1925. The fictional character depicted has been dubbed "Eustace Tilley", and has appeared many times since - as the magazine's "logo", and also - in "remixed" form on subsequent covers.
Here is a collection of those "remixed" covers. It does not yet contain the current cover, which features Apple's Steve Jobs as the character.
