The digitization of the instrument control system in monitoring operations makes the problem of the operator’s situational awareness failure more prominent. In order to better prevent this occurrence, this paper explores the failure of situational awareness from the perspective of cognitive function. The subjects were randomly divided into two groups: a working memory training group and a control group. Working memory measurements and coal mining machine monitoring simulation system operation tasks were performed before and after training, and the task performance, situational awareness scale, and EEG index data were recorded. The results showed that, after the training, there was a significant improvement in the task performance of the monitoring operation and the scores of the situational awareness scale, and there were different degrees of activation in the θ, α₂, and β₁ frequency bands. It was demonstrated that working memory training could help to improve the rapid reaction and decision-making abilities of operators in complex or emergency situations, thus preventing the failure of situational awareness. This study provides a new direction for research on the prevention of situational awareness failure.