Career
Randolph auditioned for an understudy role in the Broadway transfer of Ghost: the Musical (which was playing in London's West End), but the producers decided to cast her in the principal role of Oda Mae Brown. Before the casting of the Broadway transfer was announced, Sharon D. Clarke, who played Oda Mae in the London run of Ghost the Musical, suffered a minor knee injury. Randolph was quickly flown to London to cover the role in Clarke's absence. Her debut performance took place on December 16, 2011, and she continued to share the role with understudy Lisa Davina Phillip until early January 2012, when Clarke returned.
After a preview period that began in March 2012, the Broadway production opened Monday April 23, 2012, with Randolph playing opposite Richard Fleeshman and Caissie Levy in the leading roles. She was nominated for the Tony Award for Best Featured Actress in a Musical. In 2013 she made her feature film debut in a supporting role, in Mother of George directed by Andrew Dosunmu. The film premiered at the 2013 Sundance Film Festival to positive reviews. The following year she played a nurse in the comedy-drama The Angriest Man in Brooklyn (2014) starring Robin Williams. Randolph rose to prominence acting in one of the main roles as Charmonique Whitaker in Selfie, which premiered on September 30, 2014. The show starred Karen Gillan and John Cho. It received mixed reviews and was canceled after one season, but the show continued to have a cult fan base. When asked about a Selfie revival in May 2022, Randolph responded that she would return in a movie or limited series if given the opportunity. She mentioned that it meant a lot to her and the cast, and that fans still talk about the series years after it aired. Randolph commented that she loved working on the show and that her character was one of her favorite roles.
From 2015 to 2017, Randolph performed a voice role as Christine in the series The Mr. Peabody & Sherman Show. She also had guest roles on The Good Wife (2013), See Dad Run (2014), Life in Pieces (2015), and Veep (2017). She had a recurring role as Tanya in the drama series This Is Us (2016). The same year, she had a part in Office Christmas Party (2016). She starred in one of the main roles as Yvonne Watson, a postal worker, in the sitcom People of Earth for two seasons from 2016 to 2017. She had recurring roles in the series Empire from 2017 to 2018 and in the series On Becoming a God in Central Florida in 2019.
She had her breakout role as Lady Reed in Dolemite Is My Name (2019) starring Eddie Murphy. For her performance she received nominations for the African-American Film Critics Association, Black Reel Awards, and NAACP Image Awards for Best Supporting Actress. The following year, she acted in Kajillionaire (2020), and she was a main cast member in High Fidelity (2020). During this time, she took voice roles as Ranger Woolf in Madagascar: A Little Wild from 2020 to 2022, Tamarind Toucan in Tuca & Bertie (2021), Detective Gail Johnson in Ultra City Smiths (2021), Tina in Chicago Party Aunt from 2021 to 2022, and various roles in Birdgirl (2022). She also voiced roles in the animated films Trolls World Tour (2020) and Puss in Boots: The Last Wish (2022).
She took roles in the drama film The United States vs. Billie Holiday (2021) and the comedy The Lost City (2022). In 2021. she took a main role in the sitcom The Last O.G. (2021). Since 2021, she has taken a recurring role as Detective Williams in the series Only Murders in the Building starring Steve Martin, Martin Short, and Selena Gomez. She played a manager to a pop star in the controversial series The Idol (2023).
In 2023, she played gospel singer Mahalia Jackson in the political drama film Rustin. She also starred in Alexander Payne's coming-of-age film The Holdovers as Mary Lamb, a cook and bereaved mother. The film premiered at the Telluride Film Festival. She earned praise for the role, with Pete Hammond of Deadline Hollywood writing "Randolph is simply wonderful, saying more with a look than any words could ever do. She is enormously touching and earns our tears along the way." Randolph received numerous nominations and awards for the role, including winning the Golden Globe Award for Best Supporting Actress, the BAFTA, the Screen Actors Guild Award for Outstanding Performance by a Female Actor in a Supporting Role, and the Academy Award for Best Supporting Actress.
Randolph filmed an action comedy film with Rebel Wilson called Bride Hard, which was released in June 2025. In September 2025, Randolph appeared in the Bi-ray music video "Butterfly (Narrative Version)" directed by Japanese rock star Yoshiki. She then starred as afterlife coordinator Anna in A24's fantasy romantic comedy Eternity alongside Elizabeth Olsen, Miles Teller, and Callum Turner. Her next film, The Gallerist, premiered at the 2026 Sundance Film Festival and will be followed by a theatrical release later in the year.