In this episode, I explore how Japan’s traditional career model—lifelong employment within one company—has shifted toward a new era of mobility and continuous learning. Once, loyalty and mastery of a single skill defined success. But today, rapid technological change demands adaptability and the courage to let go of old expertise. Using examples from manufacturing and corporate culture, I reflect on how workers can navigate transitions, overcome “insider–outsider” barriers, and embrace reskilling as a lifelong practice. True growth, I argue, begins when we release past identities and learn to move with time itself.