Background: Several researchers have questioned the strategies necessary for effective risk management as well as of human error and its consequences, looking at both positive and negative consequences. Starting from this perspective, this study intended to investigate risk management in the emergency context due to the COVID-19 pandemic. Methods: A total of five in-depth interviews were conducted with senior managers of multinationals, asking them to talk about the management of their human capital and the policies of error and safety management adopted in their organizations before, during, and after the pandemic. Results: Qualitative interviews analysis revealed three interesting clusters related to crisis, trust, and risk management; quantitative results, instead, confirmed the existent link between crisis and error management and the strategic role of organizational management in the diffusion of a climate in which is possible to learn from both success and failure. Conclusion: In summary, preliminary results seemed to confirm what emerged from the most recent literature, which is the urgency for organizations to create a culture of intelligent risk-taking that leads to learning and improved knowledge and that includes the participation of all workers. Moreover, this study also underlines the possibility of extending the advantages of Error Management Training in emergency context.