This volume constitutes selected papers from the Second International Conference on Information Systems and Design, ICID 2021, held as virtual event in September 2021. The 24 full papers and 4 short papers presented were thoroughly reviewed and selected from 51 submissions. They are organized in topical sections on ​digital transformation of enterprises based on analysis and management tools: practical-focused research; methodological support of analysis and management tools: theoretical-focused research; young scientists research in the areas of enterprise digitalization.