Fives - the enneagram ...info from the undergroundFives with a Four wing tend to be somewhat more emotionally centered than those with a Six wing and also tend to be more drawn to the arts and humanities. This is hardly a rigid rule however. Fives with a Four wing tend to be attuned to meaning and metaphor as much as to fact and function. Fives with a Six wing are often systematic thinkers who are drawn to more analytic disciplines than those with a Four wing. And they generally have an extra layer of detachment to their personality as compared to those with a Four wing. They are also more likely to be able to work within a system or to find a place for themselves in the world of business, academia and law than are the more impractical Four wingers.