Job crafting, which involves increasing job resources and adjusting demands, can enhance teacher motivation and, consequently, improve teaching effectiveness. However, little is known about the antecedents of teacher job crafting, especially in non-Western educational settings that are not sufficiently represented in the existing literature. The aim of this work was to examine the interaction effects of vigilant and visionary leadership on the dimensions of teacher job crafting in Serbia, which represents one of the understudied educational contexts. Participants were 315 teachers from primary and secondary schools. The obtained results showed that principal vigilant leadership is positively related to decreasing hindering job demands and increasing challenging job demands. Furthermore, we found that visionary leadership enhances the effects of vigilant leadership on all forms of teacher job crafting, except for decreasing hindering job demands. The findings suggest that school principals' combining vigilant and visionary leadership is beneficial for teacher job crafting.