[5][6] During her second year at Smith, Drew interned at the Studio Museum in Harlem with Thelma Golden, which influenced her later choice of concentration and informed her career path.

[10] She has spoken about the importance of tying art to activism and protests, specifically in the immediate aftermath of the high-profile murders of Black Americans such as George Floyd and Ahmaud Arbery, and the shootings of Breonna Taylor and Tony McDade.

[11] After graduating from Smith College, Drew worked on the communications team at Lehmann Maupin gallery, as well as for Hyperallergic and Creative Time.

[10][12] In July 2015, Drew was hired as the Associate Online Community Producer at the Metropolitan Museum of Art in New York City,[13] a position that she held until November 2019.

[19][20] In 2021, she launched an online event series Black Power Lunch Hour and began hosting Hulu's podcast Your Attention Please.

[23] Beginning their connection through Twitter's direct-messaging, Drew co-edited and released the anthology Black Futures with journalist Jenna Wortham.