This study examined how the historicity of individuals’ organizational activity and subjective perception of task complexity influence individuals’ activity goal formations, strategies and decision outcomes considerations. The findings showed that conscious goal-directed processes of individuals are influenced by the dichotomy of historicity and their subjective perceptions of task complexity. It is concluded that; when “highest goal” is desired for an impending task, the dichotomous relationship of historicity of the individual’s self-regulation activity and his/her subjective perception of task complexity will have direct influence on both his/her Activity Goal Formation and decision outcome processes, while his/her activity strategies consideration will be directly influenced by only the historicity of his/her self-regulation activity. Also, when “best goal is desired, the dichotomous relationship will directly influence only the individual’s consideration of decision outcomes, while both his/her Activity Goal Formation and strategies consideration will be directly influenced by only the historicity of his/her self-regulation activity.