Introduction: The context in which a decision is made can shape the decision process in important ways. Of particular interest here are ‘ strong ’ situations, that is, contexts where the situation itself exerts an influence on decision making. Borrowing concepts from field theory and approach/avoidance theory, this paper explores the influence of strong situations on pilot decision making. Method: There were 28 pilots flying in Alaska who were interviewed using a critical incident technique where participants were asked to relate stories about challenging flying situations. A bottom-up qualitative analysis of reported social and psychological pressures revealed a range of types, including strong situations, which are described in this paper. Results: Strong situations were mentioned in 67% of the interviews and included situations likely to motivate the pilot toward unsafe behavior (goal seduction) and situations likely to motivate the pilot away from safe behavior (situation aversion). Goal seduction situations included rescuing others, meeting a significant other, time-related constraints, financial pressures, and unspecified goal seduction; aversive situations included physical discomfort, not having maintenance or facilities for the airplane, and a lack of basic necessities (e.g., lodging) for the pilot. Discussion: Goal seduction describes one broad, unspecified influence on pilot decision making, but situation aversion is also an important motivator for some pilots. Goal seduction and situation aversion may well underlie the phenomena of plan continuation errors, the tendency for pilots to continue despite evidence suggesting it is imprudent. This study suggests some specific factors that constrain decision making for pilots in challenging situations.