The ninth-grade field-of-study selection is a critical juncture in the educational and professional trajectory of students within the Iranian education system, significantly shaping their future careers. This study aimed to examine the relationship between teachers’ “production-oriented behaviors” and students’ “entrepreneurial motivation” and their subsequent inclination toward choosing vocational (technical and vocational/Kar-Danesh) education in the ninth grade of Karaj. This study is applied in nature and employs a descriptive-correlational design. The statistical population comprised 22,374 ninth-grade students in Karaj, from whom 804 participants (51% male) were selected using the Krejcie and Morgan table and stratified random sampling. Data were collected using the “Teachers’ Production-Oriented Behaviors Questionnaire” (Ghaderi, 2021; 24 items, four components, reliability: 0.97) and the “Entrepreneurial Motivation Questionnaire” (Tarman et al., 2007; 8 items, reliability: 0.79). Data were analyzed using Pearson correlation, one-way ANOVA, Tukey’s post-hoc test, stepwise regression, and logistic regression. The results indicated a significant positive correlation between teachers’ production-oriented behaviors and students’ entrepreneurial motivation (r=0.208, p<0.001), with the “productivity” component being the most influential factor (r=0.204, p<0.001). ANOVA revealed significant differences in students’ perceptions of teachers’ production-oriented behaviors across various study-path selection groups (F=7.172, p=0.001). Stepwise regression showed that “productivity” (β=0.134, p=0.006) and “job tasks” (β=0.098, p=0.044) were significant predictors of entrepreneurial motivation