The German Mittelstand is closely linked to the success of the German economy. Mittelstand firms, thereof numerous Hidden Champions, significantly contribute to Germany’s economic performance, innovation, and export strength. However, the advancing digitalization poses complex challenges for Mittelstand firms. To benefit from the manifold opportunities offered by digital technologies and to defend or even expand existing market positions, Mittelstand firms must transform themselves and their business models. This dissertation uses quantitative methods and contributes to a deeper understanding of the distinct needs and influencing factors of the digital transformation of Mittelstand firms. The results of the empirical analyses of a unique database of 525 mid-sized German manufacturing firms, comprising both firm-related information and survey data, show that organizational capabilities and characteristics significantly influence the digital transformation of Mittelstand firms. The results support the assumption that dynamic capabilities promote the digital transformation of such firms and underline the important role of ownership structure, especially regarding family influence, for the digital transformation of the business model and the pursuit of growth goals with digitalization. In addition to the digital transformation of German Mittelstand firms, this dissertation examines the economic success and regional impact of Hidden Champions and hence, contributes to a better understanding of the Hidden Champion phenomenon. Using quantitative methods, it can be empirically proven that Hidden Champions outperform other mid-sized firms in financial terms and promote regional development. Consequently, the results of this dissertation provide valuable research contributions and offer various practical implications for firm managers and owners as well as policy makers.