One of the obstacles to democratic development is the reluctance of political leaders to leave office. This paper argues that alongside democratic constraints and accountability, leaders’ career concerns — specifically, the possibility of post-tenure careers — is an important factor behind their rotation in office. While literature exists about leaders’ exit and fate, we lack a systematic understanding of their careers and whether former rulers retire, remain in politics, pursue civil service, business, international, or non-profit careers after leaving office. Drawing on the new data on the prior and post-tenure occupations of leaders from 1960–2010, the paper explains how democracy, personal background and the economy influence what ex-leaders can do, and why. In turn, over time the post-tenure careers of prior rulers may strengthen the precedent behind the institutional routinization of the rotation in office norm — an important component of democratic consolidation.