In 2008, the European Council agreed on a Resolution on better integrating lifelong guidance into lifelong learning strategies. The Resolution promoted lifelong guidance as a policy to support people during the multiple transitions provoked by a more volatile labour market. However, when looking into the guidance policy of Denmark, the Resolution does not seem to have taken effect. Whereas, the career guidance system is relatively developed in terms of transitions from basic schooling into youth education and from youth education to higher education, when it comes to transitions during a working life, adult career guidance structures are patchy and scattered across different policy areas and institutions. The objective of this article is to investigate the potential of adult career guidance as a support structure for Lifelong Learning, career transition and labour market mobility. To this end, we draw on Holzkamp’s concept of ‘disruption of the cyclicity in everyday life’ to analyse working life narratives. We focus on the potential contact points between the individual and public structures supporting working life transitions. This article hereby contributes to ongoing discussions concerning access to career guidance as part of a social contract underlying flexible labour markets.