Mali Obomsawin stands at the forefront of contemporary Indigenous music, embodying a diverse range of genres that include jazz, roots music, and experimental sound. As a bassist, composer, and vocalist hailing from the Odanak First Nation, her artistic journey has led her to collaborate with esteemed musicians while forging her own path through innovative compositions that challenge the status quo. In this dialogue, we explore the nuanced influences that have shaped Mali’s musical identity, spanning her rich upbringing in rural western Maine, where folk traditions intermingle with political activism. We explore her recent endeavors, including her eponymous free jazz ensemble and the rock band Dear Lady, emphasizing her commitment to authenticity and artistic evolution. Join us as we engage with Mali’s insights on the vital interplay between creative practice and personal well-being, illuminating the profound impact of Indigenous culture on her work.