The transition of the economies toward the digital era is determining the arising of a type of entrepreneurship based on factors and features quite different from established game rules. These changes disclose a series of opportunities for those firms which will be able to adapt at the new parameters and functionalities related to digital technologies diffusion. This contribution underlines some dynamics that should be considered from policy makers who aspire, on the one hand, to promote the emergence of a significant number of startups operating in the digital field and, on the other hand, to nurture the growth process of startups into scale ups. Due to social and economic troubles of many western areas, this latter aspect is even more important. According to a flourishing research stream on entrepreneurship, an interpretative approach for achieving the dual objective is to implement a specific strategy to create an appropriate regional ecosystem. The ecosystem represents a clear challenge within the traditional entrepreneurial policies frame, whose results have so far often been unsatisfactory. Despite its initially selective approach, from an ecosystem, many potential benefits can descend. However, creating an ecosystem for digital startup is a complex and burdensome task, which requires a safe and competent guidance, as well as the active involvement of many local actors.