This Dagstuhl Seminar aims to enhance the collective understanding of changes in online tracking, advertising, and dark patterns within an interdisciplinary research community in Computer Science and Law. Following the success of the 2017 Dagstuhl Seminar “Online Privacy and Web Transparency” (Bielova, Laoutaris, Narayanan, and Nikiforakis), the new seminar will bring together experts to tackle novel challenges emerging from the shifting technological and regulatory landscape.