In the United Kingdom, many students struggle in their transition from secondary school mathematics to undergraduate mathematics. It is not always possible to remediate deficiencies in mathematical knowledge within a school setting. At the same time, we know that Intelligent Tutoring Systems can aid students in acquiring, practicing, and assessing mathematical content. In this paper, we will present interactive workbooks created at our institution, that cover units of study from the secondary A-level mathematics curriculum, comprising a series of technical expositions and a modular collection of quizzes. Each quiz addresses content equivalent of at most two classroom lessons and features automated feedback bespoke to the students’ (algebraic or numeric) input. The ‘digital books’ make use of a Computer Algebra System to provide automated feedback. The development of the books is a collaborative process in a ‘Community of Interest’ with local secondary teachers, developers recruited from local departments, and the Southampton Education School. An iterative design-based research approach was adopted for the development, with multiple opportunities for feedback and improvement. After initial prototyping, a teacher focus group will attend a follow-up session where they are invited to review the materials and to make suggestions or requests before implementing them with their students later in the year. We present preliminary reflections on the results of our reflective design-based process, and discuss how this process contributes to both better digital books and research insights.