Transitioning from a frontline clinical role into management is one of the most challenging steps in pharmacy and healthcare leadership. This facilitated roundtable examines how clinicians move into clinical mngr, operations mngr, and director roles within home infusion and health-system settings, and how leadership expectations change as responsibility expands. Using real-world case studies, participants will explore challenges such as supervising former peers, balancing clinical priorities with operational accountability, navigating regulatory requirements, and responding to safety or service issues. The discussion will focus on the shift from individual clinical expertise to broader leadership skills, encompassing communication, judgment, and influence. Designed as an interactive roundtable, this session emphasizes peer dialogue. Attendees will share experiences, compare leadership approaches across care settings, and identify practical strategies to succeed in early management roles. Ideal for frontline clinicians preparing for leadership roles, newly appointed managers, and leaders developing future healthcare managers.