On 30 June 2017, the Florence School of Regulation, Communications and Media Area (FSR C&M) held its eighth Annual Conference. The Conference was divided into three panels, during which participants had the opportunity to discuss the following challenges, which are currently being raised by regulatory, market and technology developments in the electronic communications and media sector: (i) the Digital Single Market objective and the risk posed by the exploitation of big data, (ii) the goal of deploying adequate future-proof infrastructure, which requires investment, from both the private and the public sectors, and (iii) other challenges that are raised by the European Electronic Communications Code. The event gathered different stakeholders together, and these included representatives from National Regulatory Authorities (NRAs), international organizations, academia, and industry, as well as law and consulting firms. This policy brief summarizes the main points raised during the discussion and seeks to stimulate further debate.