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This paper explores the relationship between cultural diversity, leadership styles, and motivational factors within medium-sized organizations in Sibiu County, Romania. Based on the theoretical framework of comparative management and intercultural theories (Hofstede, House et al.), the study investigates how cultural dimensions influence managerial practices and organizational performance. Using empirical data collected from 12 medium-sized companies and a sample of 512 respondents, the research analyzes aspects such as commitment to intercultural leadership, perceptions of innovation and flexibility, professional motivation, and job satisfaction. The findings reveal a significant correlation between professional identity, recognition, and perceived performance, supporting the idea that cultural adaptation and transformational leadership can play a decisive role in organizational success within global contexts. The study offers valuable insights for developing sustainable management strategies in economically dynamic and culturally diverse environments.