Objective We extend the theory of conceptual categories to flight safety events, to understand variations in pilot event knowledge. Background Experienced, highly trained pilots sometimes fail to recognize events, resulting in procedures not being followed, damaging safety. Recognition is supported by typical, representative members of a concept. Variations in typicality (“gradients”) could explain variations in pilot knowledge, and hence recognition. The role of simulations and everyday flight operations in the acquisition of useful, flexible concepts is poorly understood. We illustrate uses of the theory in understanding the industry-wide problem of nontypical events. Method One hundred and eighteen airline pilots responded to scenario descriptions, rating them for typicality and indicating the source of their knowledge about each scenario. Results Significant variations in typicality in flight safety event concepts were found, along with key gradients that may influence pilot behavior. Some concepts were linked to knowledge gained in simulator encounters, while others were linked to real flight experience. Conclusion Explicit training of safety event concepts may be an important adjunct to what pilots may variably glean from simulator or operational flying experiences, and may result in more flexible recognition and improved response. Application Regulators, manufacturers, and training providers can apply these principles to develop new approaches to pilot training that better prepare pilots for event diversity.