Purpose: An education system can only be successful if it can develop future-ready learners who can continue to learn after graduation, take on their future lifework and thrive in the future society and environment. This article examines the economic, social and environmental trajectories of Singapore and proposes that it is important for future-ready learners to develop habits of practices that will support the skills, knowledge and values that are pertinent to these trajectories. Design/methodology/approach: School leaders are responsible for creating environments and implementing practices that are conducive for fostering habits of practices that are crucial for future-ready outcomes. The authors discuss the inadequacies of traditional teaching and learning practices in supporting these habits and elucidate how newer paradigms such as constructivism, connectivism, coagency and communities of practice might be more useful in achieving this. The authors also present a case study of a school leadership preparation programme that aims to develop future-ready learners. Findings: This paper provides insights into how newer paradigms of teaching and learning can be supportive for developing desirable habits of practices for future readiness. Originality/value: This discussion piece introduces a fresh concept -- habits of practices -- that is relevant in preparing future-ready learners in Singapore.