In the documentary A Wise Latina Woman, Supreme Court Justice Sonia Sotomayor’s “wise Latina woman” statement serves as a catalyst for critical discussion about the relationship between Puerto Rico and the United States. It engages with the Puerto Rican diaspora and Puerto Ricans on the island to consider complex questions about colonialism and the future of Puerto Rican culture. The experience of growing up in a Puerto Rican household in the Bronx is one I share with Sotomayor and it is depicted in the documentary when I return to our ancestral roots in Puerto Rico and New York. Our common heritage, and its traditions and sounds, will act as a subtext to the crisis in Puerto Rico. It will emerge from contemporary and historical images of Puerto Rico and the Bronx; excerpts from Sotomayor’s Senate nomination hearing; and from numerous interviews with relevant voices versed in the story/history being told.