This essay examines two different female political leaders' ways to top positions. Even though it is over a century since women received voting rights in both the United Kingdom and Sweden, quite few women leaders have reached top positions. The purpose of this essay is to find explanation factors to why Margaret Thatcher succeeded to reach the top and why Anna Kinberg Batra did not. The method in this essay is a comparing case study between Great Britain's Margaret Thatcher and Sweden's Anna Kinberg Batra and it is analysed through Jane S Jensens theory that tries to give explanations behind the low representation of female political leadership. Yvonne Hirdmans gender theory is also a part of the analytical framework. The result of this study offers several factors as helpful for succeeding in reaching top positions such as growing up in a supportive family, having an attitude that gender would not be an obstacle and to be able to step outside one’s gender role seems essential to reach the political leadership as a female.