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As a lingua franca of global citizens, English plays a significant role in the emergence of Industry 4.0. The role of connecting people with different cultural backgrounds, subsequently different mother tongues, in person has shifted to a more digital connection with the help of the internet as the current strongest tool. The Internet of Things era happens to offer more dynamic careers, such as in the field of entrepreneurship, which demand students who learn English to have great competence not only in mastering it but also in utilizing it as a way to develop their potentials. As the facilitators for those millennial students, teachers need to equip themselves with various teaching-learning strategies. This paper aims to present possible strategies to teach English to high school students in Industry 4.0. The data were obtained using semi-structured interview with three English teachers in high schools in Yogyakarta, Indonesia. The result reveals there are several possible strategies that can be implemented to foster students- entrepreneurship and innovation.