Sustainability career for teachers has not been a concern due to the assumption that teaching will always be sustainable as a career. Data showed by UNESCO that the world needs almost 69 million new teachers to reach the 2030 Education goals. Turnover in the teaching profession is also high. It is necessary to find out what factors affect the sustainability career for teachers. This article analyzes teachers' career sustainability using the variables of Motivation, Commitment, Leadership, and perspective workload, from millennial generation teachers through the Internalization of Islamic Values. The data was analyzed statistically using Structural Equation Modeling (SEM). Samples for this research were taken from Islamic schools in Java, Indonesia, The instruments are questionnaires using Likert scales. The results show motivation, commitment, perceived workload, Islamic value internalization, and leadership combined affecting 73.8% of teachers' career sustainability.