There are several technological tools which aim to support first year students' challenges, especially when it comes to academic writing. This paper analyses one of these tools, Wiley's AssignMentor. The Technological Pedagogical Content Knowledge framework was used to systematise this analysis. The paper showed an alignment between the tools' features, and the content, pedagogical and technological requirements. In particular, the paper highlighted that the tool provided an online scaffolding tool, which guides students during their writing process. Additionally, some limitations of the software were identified, which could be addressed by using a blended learning approach.