Abstract: An interactive, individual-operated self-evaluation and guidance apparatus to facilitate decisions and activities involved in a life-transitional event of a person, in which a personality inventory of personal preferences and habits is evaluated to generate personality trait scores and a personality profile with communication features based on the personality profile to tailor communications as to activities and instructions for accomplishing self-discovery activities through which the individual develops an understanding to the transitional event and through self-analysis of the activities modifies behavior relative to the transitional event. A method for an individual to engage in transitional events evaluation and guidance is disclosed.