Digital transformation is an ongoing process. It has been studied for a long time with various approaches and concepts, from habits, change to recent metamorphoses of enterprises. It underlines the demand to adopt digital technologies in the process, work management and states the need for changing also the work culture. Theoretical, methodological, and empirical studies have and are focusing on medium and large organizations’ digital transformation within average-sized countries and population densities. We are funded by the Estonian IT Academy’s ICT research support measure.