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In recent years, a new generation has clearly voiced its preference for a repreneurial career (i.e. to become an entrepreneur through a buy-out). In Quebec, 19.4% of nascent entrepreneurs envision their career in terms of buy-out operations, whether it be a family succession, an MBO or an MBI, while the number of owner-operators ready to pass on their businesses is still increasing (Cossette et Mélançon, 2010; Fondation de l’Entrepreneurship, 2010). However, in many regards, the contexts and challenges are not the same for repreneurs as for nascent entrepreneurs. Therefore, the aim of this paper is to understand, from existing literature, the context and challenges of a repreneurial career, and then propose an initial reflection on the career path of a repreneur. To this end, the paper will identify what differentiates repreneurs in terms of background and management style, as well as the management challenges associated with buy-outs, and will conclude with the presentation of a theoretical model of the repreneurial career.