She published her second book, On Racial Icons: Blackness and the Public Imagination, in 2015 and a portion of it was translated into Italian for A fior di pelle: Bianchezza, nerezza, visualità, a collection of chapters and essays on race and visuality.

In 2014, Fleetwood co-organized with her colleague Sarah Tobias Marking Time: Prison Art and Activism, a conference and six-site exhibition at Rutgers University based on research that she had begun in 2010 on the visual culture of mass incarceration.

[4] In 2017, she co-curated the exhibition, State Goods: Art in the Era of Mass Incarceration, with Walter E. Puryear at the Andrew Freedman Home in the Bronx.

[9] In 2021, Fleetwood joined New York University's Steinhardt School of Culture, Education, and Human Development as the inaugural James Weldon Johnson Professor.

Fleetwood has written art catalogue essays and cultural criticism on Angela Y. Davis,[10] John Edmonds,[11] Gordon Parks,[12] Deana Lawson,[13] Rihanna,[14] Mickalene Thomas,[15] Fatimah Tuggar,[16] Diana Ross, Serena Williams, and LeBron James.

[17] Fleetwood's work has been covered by major media outlets including CNN, the Atlantic, National Public Radio, the New York Times, and The New Yorker.