Work transitions can be stressful to those who experience them, and yet are happening more frequently, as the notion of a job for life fades. Ensuring smooth and successful work transitions is therefore in the direct interests of individuals and, indirectly, employers. Using the career capital construct, this article explores how work transitions can be better negotiated by individuals. After introducing career capital, the article progresses to critically review two theoretical frameworks of career capital. To illustrate the discussion, one individual, a business leader in a wider study we are undertaking, is introduced to exemplify and illuminate our discussion of career capital. The article concludes by offering strategies to support career capital development.