Legendary leaders don’t just observe and evaluate, they inspire growth. This session introduces campus administrators and principals to T-TESS Observer Sidekick and SMART Goal Sidekick, two AI-powered tools designed to streamline instructional feedback and goal-setting. Learn how administrators can leverage AI-driven insights to enhance T-TESS evaluations, fostering evidence-based conversations with teachers. Then, explore how principals can use SMART Goal Sidekick to guide educators in setting meaningful, measurable goals that drive continuous improvement. Participants will engage in hands-on exploration of these tools, uncover best practices for AI-assisted leadership, and leave equipped to transform teacher development with data-driven, collaborative strategies.