
AMY SHERALD
American Sublime
Whitney Museum of American Art, New York
by Saul Ostrow, June 21, 2025
Installation view of Amy Sherald: American Sublime (Whitney Museum of American Art, New York, April 9-August 10, 2025). Michelle LaVaughn Robinson Obama, 2018. Photograph by Ron Amstutz
These strategies mirrored the overwhelming flatness of mass media...
Having recently returned to New York from Madrid, where I immersed myself in the works of El Greco, Velázquez, and Goya—all court painters—I visited the Met to view the exhibition John Singer Sargent in Paris, which features portraits of the social elite. This experience immediately brought to mind the dignified portrayals of Black working-class sitters by Charles White, and subsequently, the psychological intensity of Alice Neel’s portraits. Soon after, I visited the Whitney to see Amy Sherald: American Sublime, an exhibition of stylized portraits of Black individuals; Sherald is best known for her official portrait of Michelle Obama. These encounters prompted me to reflect on how portraiture is not always a straightforward reflection of cultural values and historical narratives.

Installation view of Amy Sherald: American Sublime (Whitney Museum of American Art, New York, April 9-August 10, 2025). From left to right: Miss Everything (Unsuppressed Deliverance), 2014; It Made Sense... Mostly In Her Mind, 2011; The Boy with No Past, 2014; Freeing herself was one thing, taking ownership of that freed self was another, 2015; They Call Me Redbone, but I'd Rather Be Strawberry Shortcake, 2009. Photograph by Ron Amstutz
The focus of my musings came to center on Sherald’s flattened figures, which bear a resemblance to those of Alex Katz and Marcia Marcus in the 1960s-70s. During the Cold War, the practice of flattening, impersonalizing, and distancing served as a critical response to both the prevailing political climate and the emergence of a media-saturated environment – it also brought things into line with the dominant formalist aesthetic of the day. These strategies mirrored the overwhelming flatness of mass media, which wielded considerable influence over perception and rapidly altered the ways people saw and understood the world. Our present social context is characterized by an excess of media inputs that overwhelm the senses and undermine any sense of rootedness. Lived experience is increasingly reduced to snapshots—fleeting moments captured in the stark, flattening light of digital immediacy, where depth and context are smoothed into a uniform, homogenized surface. In this flattened world, Sherald’s cool, abstracted approach now seems more indicative of alienation than a deliberate, critical response to the image-saturated reality we currently inhabit. As such, Sherald’s work appears symptomatic.
From the perspective of contemporary media theory, scholars such as Vilém Flusser have examined how images now function as models of reality, complicating our understanding of representation, identity, and authenticity. Flusser and others argue that, for instance, selfies are not merely photographs but rather the documentation of highly conscious staged performances. These performances negotiate competing ideals, stylized behaviors, and social filters. This observation extends to all portraiture: portraits, too, exist at the intersection of multiple subjectivities, technologies, and social expectations, offering images that are simultaneously documentary and highly mediated. Viewers scrutinize these images, seeking to differentiate authenticity from artifice as they oscillate between skepticism and credulity. The results are both regulatory and playful, directive and affective, reflecting the paradoxes of our post-historical, post-truth, and postmodern era. In an image-saturated, politically polarized world, it is critical to recognize that stylistic choices are never neutral—they reflect political anxieties, technological changes, and ongoing cultural debate. For these reasons, portraiture and issues of identity have become, for many artists, a default subject, providing a vital platform for exploring and questioning the complexities of selfhood and social belonging.
While contemporary discussions often frame the exploration of portraiture and identity as a recent development, this impulse is not new. Consider, for example, the approaches of John Singer Sargent (1856–1925), Alice Neel (1900–1984), and Charles White (1918–1979). Sargent’s Paris works are celebrated for their ambitious, sensuous realism and dynamic brushwork, and for his ability to capture both the personality and social status of his sitters—often wealthy and glamorous women. Alice Neel, in contrast, brought unflinching psychological intensity to her portraits of her friends , neighbors and neighbors , often depicting her marginalized and overlooked sitters with raw honesty. Charles White, working in a mannerist style, portrayed working-class Black sitters with dignity and social consciousness, emphasizing humanity and resilience. Neel and White’s social awareness offers a striking contrast to the vanity of Sargent’s elite subjects.
Among contemporary artists, Barkley Hendricks (1945–2017)—the subject of the exhibition Barkley L. Hendricks: Portraits at the Frick (Frick Madison, September 21, 2023 – January 7, 2024)—stands out as Sherald’s closest peer in Black portraiture. Both artists center Black subjects against vibrant monochrome backgrounds, yet their approaches diverge significantly. Hendricks employs hyperrealism, drawing on Old Master traditions to assert his subjects’ individuality, psychological depth, and contemporary style. In contrast, Sherald uses grayscale skin tones and staged, flattened scenes that reference photography and commercial imagery. But the key distinction lies in their priorities: Hendricks’s vivid realism emphasizes his subjects’ uniqueness and agency, while Sherald’s focus on fashion, grayscale skin, and composed poses deconstructs how identity is communicated and perceived.
This divergence reflects the post-black ideology articulated by Thelma Golden and Glenn Ligon in 2001—a movement that seeks to explore the multiplicity of Black experiences and aesthetics. As such, Sherald’s engagement with the political realities of visibility and exclusion seeks to move beyond the confines of the iconography of identity politics—even as her work draws upon them for its power. By inserting stylized, flattened Black subjects into blank, monochrome backgrounds, she neutralizes conventional markers of class and identity, expanding the iconography of Black representation beyond reductive binaries. Her intent is to rethink and broaden the visual vocabulary of Blackness while maintaining a subtle awareness of audience expectations. This strategy positions her subjects as representative types rather than specific individuals or symbols, yet by clearly identifying them as Black, she leverages the very frameworks of identity she critiques. The result is a practice that is both critical and accommodating: it interrogates viewer assumptions while inviting them to reimagine Black presence and belonging in contemporary society.
Ultimately, the semiotics of these paintings generate a complex, self-contradictory dialogue about what constitutes identity, visibility, and presence—inviting critique based on what society or institutions expect of an African American artist painting images of Black people. A distinction is drawn here between Black artists and African American art, for they reference two different traditions. The difference is not merely semantic, but deeply consequential for how identity, visibility, and presence are understood and represented. Unlike Black artists who may draw from global or diasporic experiences, African American artists are culturally and historically tasked with responding to the legacies of slavery, segregation, and systemic racism, while also celebrating resilience, community, and self-determination.
The ambiguity of the artist’s position arises from the interplay between implied obligations and the formal language employed, directing attention to qualities flattened or abstracted in the process. This tension raises the critical question: do these need to be portraits of Black people? The visual strategy subtly asserts the subjects’—and the artist’s own—place within mainstream culture, even as it underscores the exclusions that have historically shaped those spaces. By adopting the formal language of modernist painting—flat color fields, stylized realism, and an emphasis on surface and composition—Sherald reconciles social and political aims with accessible criticality. Here, formalism functions symbolically as an analogy for exclusion: just as modernist flatness and abstraction often strip subjects of lived context, so too have Black individuals been erased or abstracted in dominant cultural narratives.

Installation view of Amy Sherald: American Sublime (Whitney Museum of American Art, New York, April 9-August 10, 2025). Ecclesia (The Meeting of Inheritance and Horizons), 2024. Photograph by Ron Amstutz
The work can thus be interpreted in several ways: as a modernist and formalist approach, as a critical commentary on identity (specifically within African American art), and as a reflection of shifting historical and societal values. Each reading represents different modes of distancing the sitter from the viewer—sometimes literally, through flattened forms, and sometimes conceptually, through abstraction. Today, as our present context demands deeper engagement and more nuanced representation of identity and social realities, flattening and objectification may feel less appropriate.
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Nonetheless, Sherald’s use of these conflicting strategies can also be interpreted as a deliberate and meaningful critique of the political realities of visibility and inclusion. By adopting and reconfiguring the formal language of portraiture, Sherald critiques the boundaries and limitations of identity politics—even as her own prominence and recognition are, in part, made possible by the very frameworks she interrogates. Thus, her work operates both within and against dominant narratives of identity, offering a nuanced perspective that acknowledges its power and its pitfalls. This ideological orientation is shaped by a desire to challenge and expand representations of Black identity beyond the binaries of race and oppression, while remaining acutely aware of her audiences’ expectations—both Black and white. In doing so, Sherald leverages the very frameworks of identity she critiques. In this manner, Sherald navigates a complex terrain: her strategy is at once critical and accommodating, subtly satisfying and unsettling audience expectations while inviting them to reimagine the nature of Black identity in contemporary society.
Her use of grayscale for skin tones—inspired in part by black-and-white photography—abstracts the racial identity of her subjects. This signature technique erases conventional signifiers of race, signaling a desire to universalize her subjects while also flattening out their specificity. While everything else in the composition is rendered in vivid color, the human figures are painted in an unnatural, ghostly gray, heightening the sense of both presence and otherness. Set against vibrant monochrome backgrounds and dressed in carefully curated clothing, Sherald’s figures draw on the visual language of commercial photography, invoking ideas of aspiration, self-presentation, and cultural norms. The clothing is not merely decorative: it is a narrative device, referencing personal taste, sense of self, and the artist’s formalist aesthetic. Even her depictions of working-class subjects are rendered with such poise and polish that they could easily be mistaken for members of the upper middle class, or for models lifted from the pages of a glossy magazine. This deliberate blurring of social markers challenges conventional expectations and invites viewers to question the boundaries between reality and representation.
The serene, uniform expressions of her sitters can be read as both dignified and detached, while the absence of contextual clues silences individuality and, at times, sanitizes their lived realities. Yet Sherald’s intention is not to erase race but to shift the conversation: her subjects remain definitively Black in their features and context, but the grayscale technique encourages viewers to see their humanity and individuality before their skin color. Her sitters often meet the viewer’s gaze directly, asserting agency and selfhood—a powerful reversal of historical dynamics where Black subjects were often denied the right to look back.
Piecing these incongruities altogether, what came as a surprise was the realization that Sherald’s work is quietly subversive, not through grand gestures but through persistent acts of resistance—undermining expectations while deliberately withholding the full complexity of her project. Though her portraits may appear tasteful and placid, they subtly challenge the expectations placed on artists from marginalized backgrounds, who are often conditioned to foreground explicit social narratives centered on struggle, trauma, or inequality. Sherald refuses to conform to these expectations, choosing instead to redefine Black representation by emphasizing everyday life and self-confidence.
While her paintings are not particularly stylistically or aesthetically original, what matters, their ideological content. Sherald’s images of Black individuals at leisure, or simply existing with assurance, are radical in a context where such representations have historically been rare. But even more so in that she confronts the longstanding debate about the task of the African- American artist. Figures like W.E.B. Du Bois championed art as a means to uplift the race in a self-affirming manner, while Booker T. Washington saw it as a tool for demonstrating Black people’s abilities and humanity to white audiences. Sherald’s work responds to both traditions without being confined by either, opening up new possibilities for how Black life might be represented and understood.
This subversion of expectations is woven into the very fabric of these images, where the use of grayscale for skin tones, vivid backgrounds, and carefully curated attire disrupts convention and abstracts race. This approach invites viewers to recognize the anachronistic stereotypes that have long dominated portrayals of African American life, while foregrounding subjects as more than mere symbols. Yet, the subjects remain anonymous—their identities never fully disclosed beyond style, posture, accessories, or the hints offered by wall text about their relationships to the artist. Confronted by a direct gaze, viewers encounter portraits that assert presence and agency, depicting everyday life and leisure rather than struggle. This choice subverts the notion that Black identity must always be defined by adversity, inviting audiences to reconsider what it means to be seen and recognized—not only as individuals shaped by hardship, but as people capable of happiness and confidence, even within an increasingly flattened world.
For white viewers, the absence of clear narrative or emotional cues can create a sense of distance, as if they are being invited to look but not to truly know; the portraits may feel like constructions intended for the viewer’s gaze only, rather than the revelation of something more complex. For Black viewers, this withholding may underscore that identity—racial or otherwise—is something performed, curated, or used for protection. In this sense, the images reflect the reality that Black individuals often navigate a paradoxical landscape where full visibility is not always safe or desirable. The resulting tension between expectation, history, and an emerging aspiration is productive, prompting further reflection, though at times this middle-class vision may also reinforce a sense of separation for Black audiences. Ultimately, Sherald’s works, upon close examination, invite her audiences to grapple with the boundaries of the complex, ongoing negotiation of Black identity and representation within contemporary culture.