What is alexithymia? It refers to challenges in developing awareness of one’s feelings, identifying, and distinguishing them from other physical sensations—and it’s gaining interest in the research, schools, and clinical arenas. Educators and parents have reported an increase in overall “regulation” challenges in the classroom, on the playground, and during small group activities. We’ll highlight select key aspects of emotional awareness and regulation and its role in perspective taking. Specifically, we’ll explore how alexithymia can impact the building blocks for spontaneous perspective taking across all contexts. We will suggest practical strategies to increase awareness of feelings within the perspective-taking process to use within the classroom, school, community, and home.