This thesis examines six users' expectations and perceived opportunities and challenges for the development of a cover letter using ChatGPT. The study employs a qualitative approach through semi-structured interviews and observations taking place in a single session with each participant. A socio-technical aspect of Gibson's theory of affordances has been used to deepen the understanding of the users’ experiences. The participants of the study are last year undergraduate students with an even distribution of IT and nursing students. The study showed a correlation of students’ prior experience using ChatGPT with their expectations and perceived opportunities and challenges for the task while their academic programs did not exhibit notable correlations. A duality of affordances was shown where the capabilities of ChatGPT both facilitated and constrained the users in different ways. On the one hand, ChatGPT was seen as providing valuable opportunities for the task as a tool for generating relevant text and to summarise the job advert into a template for a cover letter. On the other hand, the users at times noticed the generated text looked and felt artificial which users deemed less valuable for the task and found it difficult to get an overview of the information in ChatGPT:s interface during longer conversations. The results of the study show that while users found ChatGPT as a useful tool for producing a cover letter, they also felt a need to adjust and rewrite the cover letter to make it more personalised in order to confidently submit it to a potential employer