This descriptive study explored the influence of a 6-month well-being intervention on the leadership-life balance of school administrators. After completing the program, 12 administrators participated in a semistructured interview focused on their administrative duties, experience in the program, and changes in health-related knowledge/skills and behaviors. Investigators conducted a thematic analysis of the interview transcripts. The inductive process of data analysis comprised sorting, categorizing, and connecting the data via coding the data texts. Overall, administrators were successful in making health-related behavior change due to accountability, social support, and use of a fitness tracker during the 6-month program. Administrators also experienced reduced stress due to these changes. Engagement in this program can help school administrators find a leadership-life balance.