Leading an out-of-school time (OST) organization requires managing diverse teams in high-stress, fast-paced environments. For OST CEOs, site directors, and program managers, high staff turnover and role ambiguity can severely impact program quality and leader well-being. In this interactive workshop, Kaymi Butler, Founder & CEO of Black Lemonade, shares actionable strategies for shifting organizational culture from survival mode to team empowerment. Attendees will explore real-world lessons on establishing healthy professional boundaries, overcoming leadership isolation, and building operational structures that increase morale, improve staff retention, and foster deep team ownership. Participants will walk away with practical tools to evaluate their team culture, streamline communication, and create a supportive environment where both staff and youth thrive.