Behavioral adaptability is the ability to adapt one’s interpersonal behavior to the expectations of the social interaction partners. In this paper, we investigated two factors that impact the extent to which people express behavioral adaptability. First, we investigated whether behavioral adaptability depends on the interaction partners’ social categories (in-group vs. out-group). Second, we tested whether social dominance orientation (SDO) is related to behavioral adaptability and whether this relationship depends on the interaction partners’ belonging to the in- or out-group. To do so, we conducted 2 studies in which we manipulated whether the interaction partners belong to the in- or to the out-group and in which we assessed participants SDO. In both studies, participants were in the role of a leader who had to give separate pep talks to 2 subordinates who differed in terms of preferred leadership style and we operationalized behavioral adaptability by coding to what extent participants adapted (Study 1) or reported that they would adapt (Study 2) their leadership style according to their subordinates’ individual preferences. Study 1 used immersive virtual reality and included White/Caucasian male participants (N = 173). Study 2 was a vignette study including men and women who were either White/Caucasian or Black/African American (N = 741). Results showed that the subordinates’ social category did not impact the extent to which participants express behavioral adaptability. However, SDO was differently related to behavioral adaptability depending both on participants social categories (e.g., ethnicity and sex) and subordinates’ belonging to the in- or out-group. (PsycInfo Database Record (c) 2020 APA, all rights reserved)