For fifty years, inquiry has attempted to capture how groups of people experience microaggression phenomena through multiple methodological and analytic applications grounded in psychology-influenced frameworks. Yet, despite theoretical advancements, the phenomenon has met criticisms trivializing its existence, falsifiability, and social significance. Unpacking possible interactive factors of a microaggressive moment invites a revisitation of the known and unknown pragmatic conditions that may produce and influence its discomforting situational “content.” This study employs an intentional, game-theoretic methodology based on brief, publicly-recorded, everyday conversation segments. Conversation segments of social interactions provide a means to conduct a mathematically-solid, computationally-tractable analysis of explaining what is happening during encounters where disability microaggressions are likely the result of partial (non)cooperation between communicators. Such analysis extends the microaggression research program (MRP) by: (1) proposing theoretical consequences for conversational repair phenomena, algorithmic programming, and experimental designs in negotiation research; and (2) outlining practical approaches for preventing microaggressions with new communication pedagogy, anti-oppression/de-escalation training programs, and calculable, focus-oriented psychotherapy. It concludes with an invitation for scholars to “be” in ambiguity so that they may speculate possible trajectories for the study of microaggressions as a communicative phenomenon.