The Vision and Ambition Academy of the EU-funded Digital Cities Challenges project saw the gathering of almost 40 municipalities from all over Europe with different geographic characteristics, socio-economic features, and different levels of adoption of digital technologies in their business communities, among their citizens, and in their administration practices. There were many interesting themes, but, there was an overarching concept that was of great interest for many of those municipalities: the governance of digital transformation policies. That represents the necessary backbone of any digital transformation strategy, the necessary structure that enables digital transformation. The cities gathered at the event showed different levels of maturity in relation to the governance. Unfortunately, the gap is quite wide among them moving from cities in their very early stage of understanding the need of a digital transformation governance structure to cities with a formal structure with a digital paradigm flowing all along the various departments of the municipality. There were cities with a formal and open structure, open towards other stakeholders of the city, inclusive in the decision making process, with a clear enabling strategy in place in terms of objectives and steps and resources needed to achieve those objectives. Among those “mature” cities, different models of governance were proposed. There were examples that really impressed the participants of the event. However, the “digital transformation governance divide” between cities was evident and something to be worried about. The European single digital space can really be single if that divide is bridged. Municipalities unware of their digital transformation mission affect that space and citizens and organizations’ opportunities living in that space. Other forms of digital divide are strongly affected by the “digital transformation governance divide.” But, developing a digital transformation governance is not an easy task. It requires a “digital framework” and a “digital frame of mind”. Building those requires a plan and the patience, the perseverance and the political will of pursuing that plan. The “mature” cities can help mentoring the others through a specific “support programme”. That “support programme” should come with a set of guidelines and best practices on designing, building, and sustaining a digital transformation governance structure. The Digital Cities Challenge project could design that programme creating a working group on the topic leveraging the various cities and experts part of the Digital Cities Challenge community.