This book gathers the best papers presented at the second conference held by the Russian chapter of the Association for Information Systems (AIS), which took place in Yekaterinburg, Russian Federation, in December 2019. It shares the latest insights into various aspects of the digitalization of the economy and the consequences of transformation in public administration, business and public life. Integrating a broad range of analytical perspectives, including economic, social and technological, this interdisciplinary book is particularly relevant for scientists, digital technology users, companies and public institutions.