More and more scholars are interested in the thought of Bernard Lonergan, a significant philosopher in the neo-scholastic gradation. Almost every aspect of his thought has been studied, especially cognitional theory, scientific philosophy, metaphysics and theology. Much has been achieved, to the extent that there is now in North America a research stream, which is named the “Lonergan circle.” While there have been many illustrations, extrapolations, comparisons and applications of Lonergan’s work, some foundational problems seem to have been ignored. I believe elaboration of these basic questions is important if Lonergan’s philosophical system is to further develop. Here will discuss insight itself-the phenomenon, meaning and what really happens in the act of understanding. Therefore, the primary aim of this paper is to clarify the phenomenon of insight, the fact which is most fundamental and interesting but, also, the most difficult to explain. Then, we focus on the boundary between “staring” and “insight”. We also consider the inner conditions allowing people to work out a problem. Finally, We will point out that the empirical method is the key approach to promote understanding.