Practice and research with senior leaders can be rewarding but also challenging and risky for industrial and organizational (I-O) psychologists; the fact that much of the work with these populations is difficult to access elevates these concerns. In this article we summarize work presented by prominent researchers and practitioners at a symposium organized to share common practices and challenges associated with work at higher levels of organizational management. We review implications for research and practice with senior leaders by examining how assessments are applied at senior levels, how assessments and development practices can be linked, and the challenges associated with research and evaluation conducted with these leaders. Also, we offer suggestions for advancing research and practice at senior levels.