Today’s widely used annotation tools were designed for annotating typically short textual mentions of entities or relations, making their interface cumbersome to use for long(er) stretches of text, e.g, sentences running over several lines in a document. They also lack systematic support for hierarchically structured labels, i.e., one label being conceptually more general than another (e.g., anamnesis in relation to family anamnesis). Moreover, as a more fundamental shortcoming of today’s tools, they provide no continuous quality con trol mechanisms for the annotation process, an essential feature to intrinsically support iterative cycles in the development of annotation guidelines. We alleviated these problems by developing WAT-SL 2.0, an open-source web-based annotation tool for long-segment labeling, hierarchically structured label sets and built-ins for quality control.