In the information systems (IS) literature, there is a gap in understanding the role of middle managers (MMs) in the digital transformation in organizations. IS research has focused on understanding top management and user roles in IT-related transformational change but the role of MMs has rarely been examined. To fill this gap, this paper reports on an open-ended exploration of the influence and contribution of the MMs in the digital transformation of a large Finnish public sector meal production company. Data were collected from a ten-year digital transformation effort in the company. The analysis suggests that MMs play an active role in influencing both top management and end users and importantly shows that the role MMs play differs from one stage to another of the digital transformation of the organisation. The study identifies a three-stage model of modular digital transformation, where MMs acted as implementers and negotiators in the initial core digitalisation stage of digital transformation, as champions in the digital expansion stage, and as shakers and strategists in the shake down and complementary stage. The paper concludes by discussing the implications for theory and highlighting the practical consequences of our results.