Women encounter more challenges than men in their attempts to reach top managerial positions. Challenges stem from proscribed social roles, employed life strategies, and/or organizational structures. The same challenges lead men and women to use organizational sources of power differently. This qualitative research examines gender differences in relation to individual and contextual issues. Individuals’ issues are education, age, religion, and personal values. Contextual issues are exemplified in national culture and international culture. These issues lead interviewees to view sources of power in organizations differently. Sources of power illustrated in legitimate, reward, coercive, referent, expert, and information power are valued and ranked differently based on gender. © 2019 by IGI Global. All rights reserved.