Introduction: Digital technologies are increasingly used in the craft sector. Innovative technologies have several benefits for businesses but working with them can also induce negative feelings and stress. Data are lacking on perceived stress as well as the resulting strain and effects on health. However, information is needed about the principles of healthy working conditions in the context of digitalisation in the craft sector. To identify targeted starting points for preventive interventions to reduce technostress, we studied the perception of managers and employees of craft enterprises about digitalisation. Method: 26 guideline-based interviews were conducted with managers and employees in the craft sector to assess their understanding of digitalisation and the perceived effects on their health. The data analysis was based on a structured qualitative content analysis. Results: In the administrative area, digitalisation is perceived as simplifying work, as information, for example, becomes more easily accessible. The actual craft work, however, is perceived as more psychologically stressful, e.g., due to technologically more complex heating systems. Likewise, an increased stress experience is described in connection with constant accessibility and workplace surveillance. To reduce the stress experience, clear prevention wishes such as digital breaks or more participation in decisions about digital technologies are stated. Conclusion: Managers and employees in craft enterprises experience increasing psychological strain due to technostress. However, there is a willingness to take preventive interventions and a desire for more support in creating healthy working conditions in the context of digitalisation.