This study investigates the relationship between personality and political careers. Drawing on a unique survey of municipal candidates from two Canadian provinces (N = 1193) and supplemented with survey data from citizens (N = 1665), we test for personality differences in candidate recruitment and electoral success. Results reveal significant personality differences between candidates and citizens, as well as between winning and losing candidates. Compared to other citizens, candidates are higher in extraversion, openness to experience, and emotional stability. As for the difference between electoral winners and losers, openness to experience is associated with a slightly higher likelihood of losing an election. These differences in personality traits emerge independent of other background characteristics such as age, education, and gender. Ultimately, the psychological dispositions that influence running for office and winning an election are not the same.