It has been Amy Sherald’s fate to be known for one painting only. Her portrait of Michelle Obama, commissioned in 2018 by the National Portrait Gallery, brought the artist overnight fame. Ignoring the conventions of academic portraiture, a genre associated with pale men standing in front of burgundy drapes, Sherald liberated America’s first lady from the fusty, cigar-brown rooms of the past. Obama, dressed in a sleeveless gown, leans forward in her chair, channeling Rodin’s “Thinker.” The background, a featureless expanse of powder blue, suggests fresh air.