This book constitutes the refereed proceedings of the IFIP WG 8.2, 9.1, 9.4 Joint Working Conference on the Future of Digital Work: The Challenge of Inequality, IFIPJWC 2020, which was supposed to be held in Hyderabad, India, in December 2020, but was held virtually due to the COVID-19 pandemic. This conference was organized for IFIP’s 60th anniversary and to commemorate its mission to “achieve worldwide professional and socially responsible development and application of ICTs.” The 22 full papers presented together with an introduction and two keynotes were carefully reviewed and selected from 29 submissions. They are organized in topics on: innovation and entrepreneurship; the social significance of digital platforms; transforming healthcare; and the dark side of digitalization.