This embedded mixed-methods study contributes to the emerging leadership literature by examining how school leaders’ emotions interact and influence one another. Drawing on the Job Demands-Resources (JD-R) model, we explored the interplay among different emotional strains experienced by school leaders in Antalya, Türkiye (N = 342). We proposed that both emotional job demands (e.g., workplace loneliness) and strain (e.g., work-related stress) are key antecedents of a health impairment outcome (e.g., workplace depression). Additionally, we hypothesized that workplace loneliness would be associated with work-related stress. The findings from our structural equation model provide significant empirical support for JD-R processes in the context of school leadership, and interviews with school administrators corroborated our quantitative results. This study reinforces the JD-R model by demonstrating that emotional job demand can trigger other work-related strains and mental health impairment, which may eventually affect broader organizational well-being.