Jennifer M. Piscopo examines how the crisis of representation in Costa Rica has placed a ceiling on gender equality in representation. The restructuring of the Costa Rican party system and party fragmentation has made electing multiple candidates from any one ballot more difficult. Top spots have become even more prestigious and more likely to be allocated to men, which reduces women’s electoral chances. Corruption scandals, party breakdown, citizen frustration, and economic problems tainted the administration of the nation’s first female president, Laura Chinchilla. Female legislators have often worked to promote women’s issues and feminist policies, but Chinchilla eschewed feminism, even though several of her policies did benefit women. Overall, her failed presidency may create difficulties for other women seeking top political offices and could have negative consequences for views of women in politics. These challenges notwithstanding, Piscopo concludes that Costa Rica remains at the vanguard of women’s political representation in Latin America.