The availability of new research for IoT support and the human-centric perspective of industry 4.0 opens a gap to support operators in unleashing their creativity so they can provide improvements opportunities with IoT technology. This paper presents a case-study carried out in four Swedish manufacturing companies, where four different workshops were facilitated to support operators in the conceptualization of manufacturing improvements with IoT technologies. The empirical material gathered during these workshops has been analyzed in five different reflective sessions and discussed in light of previous research from industry 4.0, operators, and IoT support. Results indicate that operators can collaboratively create conceptual IoT solutions and that expressiveness in communicating their ideas and needs using IoT technology is more relevant than technical aspects and details of their proposed IoT solutions. This technological expressiveness is identified as a necessary skill to be cultivated on the shop floor and can potentially contribute to making a more effective and socially sustainable industrial landscape in the future.