The article is devoted to testing the capabilities of the “Types of Orientations in Difficult Situation” questionnaire (TODS; E. Bityutskaya, A. Korneev), as a tool for classifying perceived difficulties. The classification includes driven, maximal, optimal, ambivalent, and evasive types of perception of difficult life tasks. The first, second and third types correspond to approaching a difficulty, and the fifth type to avoiding it. The ambivalent type involves a combination of approach and avoidance. The study solves the following problems: to validate the correspondence of different variants of the TODS profile to the types, to compare the profiles with the marking of qualitative data (performed using content analysis), and identifying the capabilities of the questionnaire at different stages of classification. For this purpose, machine learning methods and A.S. Podkolzin's computer modeling of logical processes are used. The sample included 611 adult participants. The results of the study indicate the validation of the TODS questionnaire as a technique that makes it possible to divide perceived difficult life tasks into three large types: approach, ambivalent perception, and avoidance. The approach type includes three subtypes, two of which (involving the achievement of a high goal) are separated from the third, also on the basis of a questionnaire, with the addition of one marking feature. Thus, the questionnaire has been tested to solve new problems of psychodiagnostics, which allows using not only the indicators of separate scales, but the individual profile as a combination of scales.