This workshop is designed for fire and EMS leaders transitioning from operational roles to administrative leadership positions. Participants will explore the complexities of administrative decision-making and develop a framework to navigate challenges unique to strategic, long-term planning. The workshop identifies key differences between operational and administrative mindsets, offering a tool to evaluate problems through multiple perspectives, including operational, political, legal, fiscal, and organizational health. Through real-world case studies and collaborative discussions, participants will enhance their ability to develop holistic solutions, mitigate risks, and support successful organizational growth. By the end of the workshop, leaders will gain practical strategies to avoid common administrative pitfalls and confidently manage the shift to strategic, people-focused leadership.