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His other notable television roles include the trombonist Antoine Batiste in Treme (2010–2013), James Greer in Tom Clancy's Jack Ryan (2018–2023), the attorney Robert Zane in Suits (2013–2019), and Clarence Thomas in Confirmation (2016). He earned Independent Spirit Awards nominations for his film roles in Four (2012) and Burning Cane (2019), on which he also served as a producer. Other notable film roles include Malcolm X (1992), Waiting to Exhale (1995), Ray (2004), Selma (2014), The Gift (2015), and Clemency (2019).

Pierce made his Broadway debut in John Pielmeier's 1985 play The Boys of Winter, followed by Caryl Churchill's Serious Money in 1988. As a theatrical producer, he earned a Tony Award for Best Play nomination for August Wilson's Radio Golf (2007), then won for Bruce Norris's Clybourne Park (2012). He performed the lead role of Willy Loman in the revival of Death of a Salesman on the West End in London in 2019 and on Broadway in New York in 2022, for which he earned Laurence Olivier Award and Tony Award nominations.