This article analyzes women's substantive representation in Iran to highlight the opportunities and obstacles facing women critical actors when a critical mass of women in politics is absent. Through a case study of progressive women policy makers of the Hassan Rouhani era, this research demonstrates that despite an undemocratic political context dominated by conservative gender mandates, the presence of three interrelated factors contribute to the rise of women critical actors in Iranian formal politics: electoral support and grassroots mobilization around women's rights, willingness of elites to adopt measures toward greater inclusion of women in politics, and occasional openings in Iran's fragmented political context that facilitate the nomination and election of women who are likely to advocate for women's rights. However, the absence of these conditions, as observed during the 2020 parliamentary elections, leads to the marginalization of such critical actors, resulting in limited attention to women's rights in key institutions.