Improving principal leadership is a vital component to the success of educational reform initiatives that seek to improve whole-school performance, as principal leadership often exercises positive but indirect effects on student learning. Because of the importance of principals within the field of school improvement, this article focuses on investigating the actions taken by principals working to cultivate an environment that contributes to effective teaching and learning. Utilizing data from 183 high school principals in Taiwan, this article finds that principals contribute to the healthy environment through personal, organizational, professional, and communal approaches. This article proposes that a respectful and caring learning community is the ideal environment for teaching and learning. This article also provides suggestions for principal leadership development that will help facilitate such an environment.