Gender influences who has access to power, how leaders behave and are received within institutions, and how institutions are perceived. This review examines gender dynamics in the executive branch, focusing on presidents and prime ministers and their cabinets. We analyze four key areas: access to power, policy priorities, gendered leadership styles, and citizens’ responses. We argue that, despite progress, women remain underrepresented in executive roles, especially as chief executives. Women sometimes bring unique policy interests and leadership styles to the office, but strategic career incentives and institutional constraints shape both men’s and women’s behavior as leaders. Finally, women’s presence in executive positions sends signals about the government, as well as about who is fit to govern and participate in politics. In sum, this review highlights the importance of understanding and addressing these gendered dynamics to move closer to gender equality in the highest levels of political leadership.