This chapter will explore the radical roots and tools of modern analytic group theory and interrogate the field’s embedded heterosexism, reinforcement of societal biases, and avoidance of power dynamics. Without this theoretical reckoning, modern psychoanalysis is limited in terms of who it can serve, and what type of internal work those patients can do. Queer theory offers a nuanced framework for leaders who want to fill the gaps in modern analytic theory and expand space for diversity in their groups. Specifically, queer theory helps group leaders study how social ideologies and their own countertransference resistance may block queer engagement and shape emotional expression in the group. Queer theory also demonstrates how social identity and power dynamics challenge the modern analytic notion that there is a clear distinction between subjective and objective countertransference. Finally, queer theory helps leaders re-examine the notion of self-disclosure in group and invites leaders to use themselves flexibly, queerly, to join with their group members. Given that queerness occupies a space beyond the binary where multiple, seemingly contradictory desires and identifications exist simultaneously and where societal constructions of identity and power are challenged, this chapter suggests that all group leaders should orient towards “queer moments” in group.