The chapter attempts to investigate the impacts of leadership styles during digital transformation era on stakeholders. The styles employed by leaders affect stakeholders. It focuses on examining leaders' perceptions of digitalization and its impacts on stakeholders. Leaders, boards of directors and shareholders, employees, customers, and regulators are the major subjects for investigation. Qualitative research is employed for the contemporary nature of the topic being studied. Open-ended interviews are the research method. Chief executives of banks representing services sector are the participants to this research.