In this article, the author shares her experiences as a doctoral student at the Unsettling Feminism(s) conference in Chicago. She argues that this unconference forced her to question how the academy conceives of “academic conferences” as venues of student–professional development. From the perspective of a racialized woman, an immigrant, a scholar, and a person with a disability, such professional gatherings that honor social workers’ and researchers’ multiple identities and offer valued spaces for marginalized stories to be told and heard can be personally and professionally transformative. The author uses the metaphor of an elephant in the room to argue that even though it may be unsettling, the academy must be willing to risk uncomfortable dialogues to advance social work education, practice, and research and to enhance students’ intellectual creativity.