Enneagram Type Four and Enneagram Type Five are, on paper, extremely different, yet they end up sharing a number of similarities. Fours are a Heart type whose main focus is on what makes them uniquely deficient in life and on attracting someone who will see them and love them in their brokenness. Fives are a Head type, preoccupied with security and with trying to overcome their ineptitude in facing life’s unpredictability and problems.

Fives are on the quest for pure objectivity, completely devoid of the dross of personal belief, feeling, hopes and desires. Fours are possibly the most subjective type in the Enneagram, whose attention always goes to their particular emotional reaction to life.

Both Fours and Fives share an often deeply negative view of reality and have no problem facing the dark side of life. Both are individualistic and ‘odd’ by social standards and don’t care if what they do or say isn’t accepted or common. Fours tend to defy conventions because they are primarily concerned with being true to themselves, while Fives defy conventions because they derive pleasure from the iconoclastic process of disruption. Fours are primarily existentialists, Fives are primarily nihilists, though of course there is some overlap.

Both types interpret the theme of aloneness, albeit in different ways. Type Four represents the single heart, with its ability to feel, to explore emotions of all shades and to create worlds of great beauty and meaning, longing for someone or something. Type Five is the single mind, with its ability to think, to explore concepts of all degrees of subtlety and to erect magnificent cathedrals of philosophical thought, only to smash them to bits like a kid would a sand castle.

For both types it is extremely important to be given space for self-expression, both dislike canned views and highly value individualism and creativity, and both types find themselves by difference from the world around them: Fours feel they are uniquely flawed and are on a quest to find themselves, their identity and their meaning, Fives feel that they can’t count on anything or anyone but their own mind and are on a quest to crack open the ultimate secrets of life.

That being said, there are also a number of differences. Fives are rarely very expressive of their feelings (which doesn’t mean they don’t have them), unless they have worked a lot on themselves, and even then it is often a conscious exercise. Fours are naturally expressive and they are capable of great emotional honesty in all circumstances, even if it’s uncomfortable for others. On the other hand, Fives are naturally cool-headed and always cut through endless layers of emotional nonsense in one fell swoop to reach the logical core of any situation, while Fours can only do so by consciously learning to disengage from their emotional reactions when it is not helpful to cling to them.

Even the way the two types are self-oriented is different. Fours are self-oriented because they relate everything to their experience of life, their pain, their longings, their particular idiosyncrasies, etc. Fives are self-oriented because they relate everything to their own ability to analyze it, without automatically accepting what anyone else has to say about it.

Both types tend toward pessimism, but with different motivations and implications. Fours are pessimistic about themselves and their life, believing they are unlucky or broken or that they have messed up somehow. Fives tend to be cosmic pessimists, that is, they observe the nature of things in a pessimistic or nihilistic light.

MQS