Digital transformation fundamentally changes established practices in public and private sector. Hence, it represents an opportunity to improve the value creation processes (e.g., “industry 4.0”) and to rethink how to address customers' needs such as “data-driven business models” and “Mobility-as-a-Service”. Dependable, collaborative and autonomous systems are playing a central role in this transformation process. Furthermore, the emergence of data-driven approaches combined with autonomous systems will lead to new business models and market dynamics. Innovative approaches to reorganise the value creation ecosystem, to enable distributed engineering of dependable systems and to answer urgent questions such as liability will be required. Consequently, digital transformation requires a comprehensive multi-stakeholder approach which properly balances technology, ecosystem and business innovation. Targets of this paper are (a) to introduce digital transformation and the role of / opportunities provided by autonomous systems, (b) to introduce Digital Depednability Identities (DDI) - a technology for dependability engineering of collaborative, autonomous CPS, and (c) to propose an appropriate agile approach for innovation management based on business model innovation and co-entrepreneurship.