This chapter demonstrates how integrating personality assessment with 360 Feedback can provide a powerful combination for leadership development based on strategic self-awareness. The combination is strategic in that it broadens self-awareness of what one does, and it is powerful in that it deepens self-awareness about why one does it, which can help leaders make lasting changes to better align with the skills, competencies, and values needed for high performance in their jobs and the desires of their organizations. Combining 360 Feedback with personality assessment can also be powerful in selection-oriented talent management processes, from the identification of leadership potential, to succession planning, to hiring decisions. However, these high-stakes applications are distinct from developmental applications and involve a number of different considerations. For the sake of focus and simplicity, the chapter only addresses 360 Feedback in a development context.