This paper’s research area is situated in the framework of commitment to rethink the ethics of representations various institutions have undertaken for what concerns labels and the policies of label making, in particular in the context of the UK, the USA and Germany. The role of labels indeed has changed over the last decades, and from being apparently objective, factual data, they have gained a wide range of functions. Now they can be considered interpretative, reflective tools aimed at providing a more in-depth analysis on a variety of subjects, as for example provenance, artists’ insights, or contextualization. While some museums have tried to opt out of labels entirely or to introduce more multimedia devices (MONA in Tasmania, amongst others, or the Worcester Art Museum, where, according to Matthias Waschek, the director of the museum, “works were just blossoming on the wall and in the room, without labels” [in: ART News 2015, online]), other institutions display labels which suffer of extreme length or the use of a too specialized language, up to the point of being “veritable masterpieces of cryptography” (George Weiner, Why Johnny Can’t Read Labels, in: Curator. The Museum Journal 6/2 (1963), p. 147). Institutions have also launched several initiatives aimed at diversifying exhibitions, reaching broader audiences, and removing cultural biases from their programming; labels in some cases reflect these major changes. The constant analysis and interpretation of instable works of art is supported by, for example, the introduction of smart/digital labels, which can be changed in real time, as in the case of the AMLABEL Digital Gallery Display. This paper presents the current status of labels at the Gemäldegalerie and the Hamburger Bahnhof in Berlin and reflects the current trends by comparing these cases with recent debates around titling issues (and labeling practices) at the Staatliche Kunstsammlungen Dresden. In place of their legacy as solely informational, if not instructional tools, labels are now required to take on a new role as discussion forums.