Why the homeless shopping cart woman?  Because Frank Miller introduced her in The Dark Knight Returns.  Then, Grant Morrison used the same concept throughout Batman RIP, where Bruce Wayne’s guardian angel and drug counselor helps him pull through a brief period as a homeless person himself.  The image of the dark-skinned person with a red hat/bandana became a recurrent one, and was used to show Batman’s connection to the streets.  Superman saves cats in trees.  Batman saves homeless people, the humans that even humanity has forgotten.

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