Contemporary business leaders require suitable leadership strategies, skills, capabilities, and competencies to lead individuals with culturally diverse backgrounds effectively. Local retail business executives have experienced complex leadership challenges leading international and intercultural teams when expanding business operations into global markets. The objective of this multiple case study was to explore leadership strategies local retail business leaders used to lead a global workforce. The target population included 3 local retail business leaders from Minnesota who had 6 to 8 years of global leadership experience. The composite conceptual framework that grounded this study was leadership and transformational leadership. Data were collected from semistructured, face-to-face interviews and organizational documents. Member checking was used to ensure trustworthiness of findings. The data analysis followed Yin’s 5-phase process: compiling, disassembling, reassembling, interpreting, and concluding. Three themes emerged from the data analysis: cross-cultural awareness, cross-cultural challenges and competence, and cross-cultural leadership strategies. The findings from the study might contribute to positive social change by encouraging business leaders to explore business opportunities locally and globally, resulting in an understanding of cross-cultural differences, enhanced quality of cross-cultural work environments, increased job creation, and improved living standards for communities’ citizens.