The creative industry is a sector where digitisation inevitably changes work practices and the skill requirements are high. The rapid digitisation makes it imperative for workers to acquire digital skills beyond mere technical use. The aim of this study is twofold: (1) to offer a deeper analysis of the nature and level of 21st-century digital skills and (2) to explore the roles of both individual workers and organisations in skill development. In total, 24 interviews were conducted with founders and managing directors of creative organisations based in the Netherlands. The results show that they believe that workers' technical skill levels are naturally high; while in fact, digital skills might require attention when content-related aspects are considered. The first priority in this case should be to raise awareness within an organisation's management. Thereafter, intentional and structural efforts on the part of individual workers and organisations are needed to improve skill development practices in the workplace.