Greg Kwedar and Clint Bentley are the filmmaking duo behind Sing Sing, the critically acclaimed drama that earned them an Academy Award nomination for Best Adapted Screenplay. Known for their deeply humanistic approach to storytelling, Kwedar and Bentley craft films that center on overlooked communities and the resilience of the human spirit. Their latest film, which premiered at the Sundance Film Festival, continues their tradition of immersive, character-driven narratives and is set for release later this year. Before Sing Sing, Kwedar and Bentley first collaborated on Transpecos (2016), a gripping border thriller that Kwedar directed and Bentley co-wrote. They followed that with Jockey (2021), Bentley’s directorial debut, which premiered at Sundance and earned widespread acclaim for its intimate storytelling and naturalistic performances. Throughout their work, they have consistently demonstrated a commitment to authenticity, often working with non-actors and embedding themselves deeply in the worlds they portray. For directors navigating the complexities of feature filmmaking, this conversation is a must-listen—touching on everything from financing challenges to the emotional toll of the creative process. Greg and Clint offer a candid look at what it really takes to bring a story to life, proving that even as they move onto bigger stages, their process remains rooted in trust, curiosity, and an unwavering dedication to their craft.