This article reports on an exploratory empirical investigation into the resonance between two developmental processes to see if any insights into leadership development could be gained from using a careers lens. Career and leadership development both share contemporary shifts in emphasis: leadership from hero to distributed models ,and career from objective to subjective explorations of progress and success. Twenty-two participants on a leadership development program used a career card sort which was then processed with a peer partner to support personal meaning making . A constructivist-orientated content analysis of the resultant peer dialogues revealed four themes: challenge, ownership, sponsorship and work—life balance, which showed different aspects of the nexus between leadership and career. This nexus is characterized by a resonance in thesense of echoing that suggests that a careers lens used by peer partners provides additional insight into leadership and leadership development.