Organizational citizenship behavior (OCB), a popular outcome measure in traditional work settings, was examined in a school context. On-the-job embeddedness (ONJE)—a component of a recently introduced antecedent of different organizational outcomes—and gender were included in a moderated regression analysis for predicting teacher OCB. ONJE and OCB scales were adapted for the present study and were administered to junior and senior high school teachers in Israel. The findings supported our hypotheses that ONJE predicts OCB and gender moderates this relationship such that high ONJE women scored higher on OCB than did low ONJE women. Men did not show any difference by ONJE level. The need for further research regarding other gendered occupations is discussed.