Using Conversation Analysis (CA), this article focuses on the ways in which participants invoke vulnerability in phone calls to the former East German State Security Service, better known as the Stasi. The calls were made in the late 1970s and the 1980s and pertained in one way or the other to political arrests. The main aim is to understand the linkage between vulnerability as an attribute of an institutional setting and vulnerability as the mutual achievement of a social interaction with an organization. The data represent different ways of addressing experiences of vulnerabilisation and different complications, each with a specific interactional character (failed request for help, self-protection or expression of indignation about one’s own treatment). Starting with an ambiguous case and focusing on how participants work to describe experiences of arrest in other cases documented and available in the Stasi tape archive, the article describes the sequential unfolding of vulnerability in different formats, depending on how the recipient designs them and the communicative tasks that participants tackle in their interactions.