This paper intervenes in paradox theory and research by problematizing the taken-for-granted premises that currently dominate the field. Building on the “growing pains” of paradox theory, the paper offers three provocations for current paradox theory and research: it questions the conceptual universality of paradox, reveals the implicit normativity of some of its key assumptions, and problematizes the hegemony of the conception of both/and as core to responses to paradox. Deliberately stepping beyond the established guardrails of paradox theory, the paper critically assesses these premises and reflects on their potential risks and blind spots. Building on these three provocations, the paper offers in turn a set of distinct pathways for theoretical development, including interpreting presupposed features of paradox in light of ontological positions, integrating normative approaches into paradox management, and introducing much greater granularity to the study of paradox responses.