The progressive education movement broadly elevates reforms centered around individualized instruction and social consciousness. Montessori schooling presents a uniquely successful case where organized nonprofits have facilitated notable expansion in recent years, thus begetting two intertwined questions: could contentious education politics harm the Montessori movement going forward? Moreover, what specific values guide leading proponents’ advocacy? I engage in exploratory research to address these topics. First, I draw upon national survey results to uncover ideological and demographic determinants of Montessori support. This work unearths a consistent inverse association between conservative political ideology and favorability toward key aspects of the Montessori method. Secondly, I leverage conceptual categories derived from Moral Foundations Theory in the quantitative content analysis of prominent Montessori nonprofits’ website-based public communications. Relative moral term usage across organizations exhibited some high-level similarities but was often significantly different in formal comparisons. Together, both analytical strategies highlight and contextualize the emergent need to determine whether specific teaching methods evoke meaningful ideological reactions from stakeholders.