The ongoing development of digital technology creates new, immensely complex environments that deeply influence our lifeworld. This paper is about the ways in which HCI (Human-Computer Interaction) research and other information technology disciplines can contribute to a deeper understanding of technology and the ongoing transformations or our lifeworld. As such, the paper is a conceptual exploration driven by a sincere striving for the possibility of making a real difference to the way research is carried out on the societal influences of digital technology. The paper is based on the assumption that htere are some foundational decisions forming any research endeavor: the question of methodology, the question of object of study and most importantly—the question of being in service. We explore and propose a research position by taking a critical stance against unreflective acceptance of digital technology and by acknowledging people's lifeworld as a core focus of inquiry. Te position is also framed around an empirical and theoretical understanding of the evolving technology that we label the digital transformation, in which an appreciation of aesthetic experience is regarded to be a focal methodological concept.