Whether the room is a theater, a film studio, or the Angelika Cinema in New York for a post-screening conversation for his latest film, The Actor (2025). Within seconds of appearing before the audience, he has them in the palm of his hand. The room becomes animated with excitement and questions. When he urges them to “tell a friend” about the movie, there are numerous responses of “I got you.”
In The Actor, based on the novel Memory (2010) by Donald E. Westlake and adapted for the screen and directed by Duke Johnson, Holland plays an actor suffering from amnesia and trying to piece together his identity. In a case of life imitating art, the role came to him when he was doubting himself. His father passed away right before he was scheduled to start working on the film. “I questioned who I really was. I always understood where my place in the world was in relation to him. When that was gone, I found myself feeling confused,” Holland reflects. “At the same time, I was playing a character who’s trying to figure out who he is and where home is for him. Do I want to be who I’ve been or do I want to be somebody else?” He made it through the shoot and now views the role as a cathartic gift: “It gave me a place to put those feelings. But it was also difficult to be so personally close to what the character was feeling.”
Holland has always been very close to his family. His mother instilled in him a love for theater by taking him to local productions in Bessemer, Alabama, where he grew up. With her help, he’s paying that forward by renovating a theater in his hometown. “We didn’t have any arts programming,” he says. “The theater that we’re restoring was the place where Black people could go and see movies.” That notion of giving back extends to how he chooses his roles: “I’m always attracted to projects that are often historical, that are relevant to the struggles we’re dealing with today. Artists have always been connected to social transformation, like Paul Robeson and Harry Belafonte.” Holland would like to be a “change agent” and actively engage with his community through his work. As he puts it: “We learn how to be good artists, but we don’t always learn how to be good change agents. And then we end up in these situations where all these people are looking at us with a microphone in our face.” Holland believes artists have a responsibility in the societies in which they live and work. “The ability to have empathy for another human being is essentially a creative act of imagination. Good artists can also imagine futures that other people may not be able to see,” he says.
Connecting with that artistic responsibility is why he recently enrolled at Harvard University for a master’s degree in theology. Holland graduated from NYU in 2006 with a Master of Fine Arts. “They teach you a lot about acting, but the thing that oftentimes conservatories don’t teach is political education,” he says. He wanted a different education at this juncture in his life: “School has given me an opportunity to think more deeply about the historical and political grounding of being an artist. Theological work has been really fascinating, too.” Holland grew up in the church; his grandfather was a preacher. “My father was called to the ministry, though he didn’t ultimately become a minister. I’ve always felt this desire to tend to vulnerable people in my community and other vulnerable communities across the world,” he says. This juncture in Holland’s life is giving him the chance to figure out how to do just that.
Acting continues to be a major part of Holland’s life mission. Almost a decade after the release of 2016’s Moonlight, his breakout role in it remains a performance that still has a hold on the cultural memory. As Kevin, a confidant and possible love interest for the lead character of Chiron, Holland shows a more tender version of on-screen masculinity. “I was trying to think about what’s happening between these two people, what I personally understood about that moment that I can lend to the character. Chiron needed softness and care. So I gave Kevin my sensitivity to help him navigate that relationship,” he says.
Holland seems bemused that a shot of him exhaling cigarette smoke has become a popular meme. It’s a fleeting moment that captures that sensitivity. “There is a technician in me, too. Once I get the emotional story, I think about how I can tell that in pictures,” he says. For him, that can be through costume, gesture, or a prop. “The toothpick that Kevin holds was something I insisted on,” he says, “because I wanted someplace to put the character’s anxiety. He can’t say everything that he’s feeling, and when we feel more than we have liberty to say, we behave in certain ways that reveal that.”


