This is the cover Ware did for Fortune magazine which was supposed to be on the Fortune 500 issue. He accepted the job because it would be like doing the 1929 issue of the magazine, and he filled the image with tons of satirical imagery, like the US Treasuring being raided by Wall Street, China dumping money into the ocean, homes being flooded, homes being foreclosed, and CEOs dancing a jig while society devolves into chaos. The cover, needless to say, was rejected.
It's not surprising that the editors of Fortune rejected cartoonist Chris Ware's fantastic cover for the May 2010 issue. It contains too much truth for comfort.
Fortune covers haven't change much through time. Almost every other mainstream magazine looks exactly the same as everything else on the newsstand which does not mean to be a good design it's actually boring. Everything that is failure proved and lacks personality is.