Today's children, more than ever, will live their life trajectories with indistinct and/or elusive maps, and must find their own ways of being in this world. While finding one's way of being in the world is difficult enough, it is even more challenging for children experiencing barriers and lack of opportunities, often resulting from oppressive forces. Nurturing children's hope and career adaptability can help support, sustain, and prepare them for successful lives as they navigate this ever-changing world. In this article, the author explores hope theory and the construct of career adaptability from career construction theory to inform and stimulate the promotion of childhood career development and life design, while also identifying potential avenues to help deconstruct and mitigate oppressive messaging and forces that can be absorbed early in life, often unconsciously.