Using a convergent mixed-methods design, we investigated role understanding and collaboration between school counselors and principals. Specifically, this study situated aspiring school counselors and principals in a curriculum intervention on the role of their counterpart and then brought the two professions together in a collaborative powerful learning experience. The results of our pilot study demonstrate that both school counselor and educational leadership graduate students benefit from and value a presentation on roles of their opposite counterpart and the opportunity to practice collaboration in their graduate preparation programs.