Abstract— Is risk awareness a factor that influences the risk of IS system usage? What role does cybersecurity training and security awareness play in the context of COVID-19 pandemic restrictions? In this contribution, the authors focus on prospect theory, as it addresses the concept of uncertainty in combination with risk perception in human decision-making. The concept of social engineering and the relevance of cybersecurity awareness are described in the following sections. The data collected in our study strongly confirm the increased dependency of users on their devices and Internet connectivity. The study also strongly confirms the role of the cybersecurity training and security awareness play in the context of COVID-19 pandemic restrictions. A confirmation of cognitive framing in man-machine interaction reduces the risks in social engineering situations. We find the three phases of the choice process (choice rule, framing and evaluation) which appear in Kahneman & Tversky (1986) and the results, are relevant for the decision. We confirm the evaluation phase, the user focuses on the decision, probably with caution and increased concentration and slow thinking. Although not very formal, framing theory focuses on the rules that govern the representation of acts, outcomes, and contingencies (Tversky & Kahneman, 1986). Social engineering offers a rich context of observation of computational social systems.