This article summarizes a roundtable discussion from the 2016 Alaska Native Studies Conference among professors and students from two English Studies courses at the University of Alaska Anchorage: History of the English Language and History of Rhetoric. Jennifer and Heather discuss how the courses are traditionally taught and how they redesigned the courses to incorporate place-based and indigenous pedagogies. Then, Tayler, Samantha, Hailey, and Arlo--students from a range of backgrounds who took one or both of the classes--describe how the courses encouraged them to develop critical perspectives, build new knowledge through undergraduate research, and experience personal and professional transformations that led to advocacy. The dialogue provides a range of pedagogical perspectives and considers English Studies as a potential site for cultural and historical healing.