American Realist Amy Sherald’s intimate portraits explore concepts of individualism, freedom and the reimagination of Americana. Using her trademark grisaille to depict skin tone, she invites us to question and challenge accepted ideas of American identity.
Amy Sherald was born in Columbus, Georgia in 1973. Her parents Amos and Geraldine wanted her to be a doctor and sent her to private school, where Sherald was one of only a handful of Black students. Sherald recalls visiting the city museum in Columbus as a teenager and seeing Bo Bartlett’s 1986 oil painting Object Permanence, which was the first time she’d noticed a Black figure in a painting. “It turned on the light,” she said. “I thought: ‘I wanna do that too.” She gained her BFA in painting from Clark-Atlanta University in 1997 (switching major from pre-med), also participating in Spelman College’s international artist-in-residence programme in Panama. She gained her MFA from the Maryland Institute College of Art in 2004. For a decade, she painted every day while working as a waitress every night. Her work rose to prominence when she won the Outwin Boochever Portrait Competition in 2016 (the first Black person to win the prize).
Amy Sherald is an American Realist, comparable to Edward Hopper or Norman Rockwell. Her large-scale portraits are distinctively non-traditional: often there’s no environmental context to the figures she paints. Her subjects’ skin is rendered in greyscale, a direct contrast to often-bright clothes and backgrounds characterised by rich blocks of colour. Her subjects stare out of the canvas at their viewers—“I don’t think these portraits are confrontational,” Sherald has said, “but they are present and they do want you to sit with them and have an exchange.” Her creative process begins with photography—she asks friends, models and strangers to pose for her and keeps rails of thrift-store clothes in her studio for her subjects to wear.
Sherald began to paint the skin of the people in her portraits using shades of grey (grisaille) because it reminded her of the old family photos with which she had grown up. However, she said in 2025 that painting in greyscale means that her work isn’t marginalised as “Black art”, and that it also “offers the viewer an opportunity to pause and consider something else before we get to [skin colour]”.
Yes, Amy Sherald had a heart transplant aged 39. She was diagnosed with a rare heart condition in 2004 while training for a triathlon (she was a keen runner at the time). In 2012 she received the heart of Kristin Lynn Smith—Sherald now adds a heart to her signature and on her Instagram she uses the hashtag #adventuresofkristinandamy.
Yes, Amy Sherald painted Michelle Obama in 2018 (it’s one of only two of her portraits that features the name of its subject, the other being Breonna Taylor). The artist established a rapport with the former first lady over two photo sessions to prepare for the portrait. Sherald depicted her wearing a long halterneck dress from the US label Milly, saying she wanted the dress to be “a painting in and of itself”.
Amy Sherald’s retrospective American Sublime opened at San Francisco Museum of Modern Art in late 2024 before transferring to the Whitney Museum of American Art in New York City. However, Sherald cancelled the third stop on the show’s tour, the Smithsonian’s National Portrait Gallery in Washington DC, because in the wake of criticism of the Smithsonian’s agenda by the Trump administration, the museum had proposed to play a video “contextualising” her painting Trans Forming Liberty (2024), which depicted trans performance artist Arewà Basit as the Statue of Liberty. Speaking in 2025, Sherald said this move would have “deviated from how the work was originally conceived”. The New Yorker used Trans Forming Liberty as its cover image on its 11 August 2025 issue.
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