This paper explores the extent to which our past and present knowledge can help us to be future-ready, and suggests a theoretical basis for future-readiness. Drawing on the thought of the Daoist philosopher Zhuangzi, it is argued that future-readiness is primarily about having an open and flexible mindset where one responds appropriately to emerging realities and challenges. Two salient key Daoist principles that underpin the notion of future-readiness are 'walking two roads' ("liang xing") and 'rightness of the present this' ("yin shi"). The former is about going beyond "shi/fei" distinctions -- 'this/right' versus 'not-this/wrong' -- to consider and harmonise alternatives to achieve the best possible outcome. The principle of 'rightness of the present this' refers to making the most appropriate response based on situational constraints. The major educational implications are a rejection of limiting teaching and learning to skills-centred education; an emphasis on unlearning; and the promotion of self-transformative education.