Power grids have become a dynamic part of the utility industry, as well as an important revenue driver and stable source of income for integrated utilities. Arthur D. Little brings executives and experts of European grid operators together annually to discuss the main challenges power grid operators currently face and will be facing in the near future. The II. Grid Executive & Expert Roundtable in Vienna, held 14–15 October 2015, brought interesting insight to asset management and digital transformation of a distribution system operator (DSO), which is a comprehensive challenge not limited to smart metering and smart grids.