The paper describes the results of a series of studies aimed at revealing the regularities in accepting and overcoming uncertainty that characterizes choice contexts. The formation of dynamic regulative systems (DRS) in the actual genesis of choice is considered to be realization by the subject of his intellectual and personality potential in preparing for and making a choice. We also show how structural equation modeling techniques provide tools for making the notion of the unity of personality and intellectual predictors of choice, and of the components of psychological regulation of choice, more concrete and specific.