Research on female leadership has documented that female-led firms tend to engage in lower risk-taking activities than male-led firms and attributed it to females' higher propensity for risk aversion. Nevertheless, this claim and its associated findings have been increasingly challenged. In this article, we address the unclear pattern of females' risk preference in leadership by contextualizing the effect of chair gender on corporate acquisitions in the context of state-owned enterprises (SOEs) in China. Drawing on expectancy violation theory, we propose that female chairs are more inclined to take risks when they operate in contexts that encourage female agency. We further explore self-affirmation mechanisms through two moderators: gender stereotype threats and self-efficacy. An analysis of chairs of 1,265 publicly listed SOEs in China from 2008 to 2020 supports predictions that female chairs are more likely than male chairs to engage in firm acquisitions. The effects are amplified under low levels of female executive representation and high levels of political appointments held by female chairs. The study shows that context determines how extensively gender affects risk-taking. It offers new insights into when and why female leaders exhibit higher levels of risk-taking in Chinese SOEs.