In this paper, I outline a heuristic for thinking about the relation between explanation and understanding that can be used to capture various levels of “intimacy” between them. I argue that the level of complexity in the structure of explanation is inversely proportional to the level of intimacy between explanation and understanding, i.e., the more complexity the less intimacy. I further argue that the level of complexity in the structure of explanation also affects the explanatory depth in a similar way to intimacy between explanation and understanding, i.e., the less complexity the greater explanatory depth and vice versa.