Based on Daoist philosophy and previous research (i.e., Lee, 2003; Lee, Han, Byron, & Fan, 2008; Y.-T. Lee, Yang, & Wang, 2009; also see Watts, 1975), a Daoist model of leadership has been proposed. This study aimed to investigate how student participants of different cultural and gender backgrounds responded to the Daoist Big Five (i.e., altruism, modesty, flexibility, honesty, and perseverance) leadership dimensions. Participants (N = 448) from China (N = 213) and the United States (N = 235) made judgments on a series of traits and behaviors thought to be representative of the five leadership dimensions. These judgments were explored by principal component analysis and yielded five major components that were labeled perseverance, modesty, altruism, flexibility, and honesty. Results revealed differences in judgments as a function of culture and gender. In particular, Americans judged themselves to be more perseverant, modest, and flexible, whereas Chinese judged themselves to be more altruistic and honest. Additionally women judged themselves to be more modest and altruistic than their male counterparts. The interplay between culture and gender was also influential in their judgments on Daoist Big Five. American women judged themselves to be more modest and perseverant than Chinese women, and Chinese men judged themselves to be more altruistic than American men. The implications and limitations of this cross-cultural and cross-gender study are discussed.