This study aims to examine the moderation effect of teachers' emotional labor (EL) on the relationship between school headmasters' emotional intelligence (EI) and teachers' job satisfaction (JS). This correlational research is based on data collected from 27 school headmasters and 469 teachers. Data were analyzed by using a moderated hierarchical multiple linear regression method. Our results highlight that headmasters' EI competencies and teachers' EL competencies significantly predict teachers' job satisfaction level and that teachers' emotional labor moderates the relationship between headmasters' EL and teachers' JS. Some theoretical and practical implications are also discussed.