On Tuesday morning, the art team at The New Yorker was confident that early the following day they would run a cover of their November 18 issue featuring President-elect Kamala Harris. They had several portrait options from various artists prepared. But as the hours of the evening ticked by—and Donald Trump continued to rake in electoral college votes—it became clear that they would need another option. “We had prepared a wonderful image, which we called ‘Madame President,’” says...

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