Blog
Leading from the Edge: Why Good Leaders Never Fully Blend In
por Alfredo Carrasquillo

Leadership is often associated with belonging. We expect leaders to embody the culture of the organizations they serve—to represent their values, speak their language, and identify deeply with their mission. And rightly so. Without belonging, trust is difficult to build. Without identification, collective action is hard to mobilize.
But complete belonging carries a hidden risk. When leaders become indistinguishable from the culture they lead, they may lose something essential: the ability to see it.
Every organization, over time, develops its own patterns of interpretation. Certain practices stop being questioned. Certain explanations become automatic. Assumptions that once guided thoughtful decisions gradually harden into unquestioned truths.
The American thinker John W. Gardner described this phenomenon as functional blindness: the inability of systems to perceive their own limitations precisely because those limitations have become familiar. What we see every day eventually becomes invisible.
This is where a less discussed dimension of leadership becomes important: the value of a certain form of productive estrangement. Not detachment. Not cynicism. Not lack of commitment. But a position from which one can observe the system with enough distance to question what others have stopped noticing.
Leadership, in this sense, involves a subtle movement: the ability to step inside and step outside. Inside, to understand the culture, honor its history, and build trust. Outside, to see its blind spots, its routines, and the assumptions that quietly shape its decisions. The art of leadership may lie precisely in this oscillation. To belong—without dissolving into the culture one serves.
Yet estrangement does more than allow us to look again. It allows us to see differently. In ontological coaching and in contemporary leadership work, we often say that human beings do not observe reality neutrally. We observe from within interpretative frameworks—structures that make certain distinctions visible while leaving others outside our awareness. Quite simply: we cannot see what we lack distinctions to perceive. This is why an outsider’s perspective, whether literal or symbolic—can be so powerful. It introduces new distinctions. It names patterns that previously had no language. It reframes situations that the system had learned to interpret in only one way.
And once a new distinction appears, something shifts. Because when observation changes, the space for action expands. In this way, a certain form of estrangement becomes a strategic asset for leadership: it expands the organization’s capacity to interpret its own reality. But the idea of estrangement runs deeper still. The psychoanalyst and philosopher Julia Kristeva, in her book Strangers to Ourselves, revisits a central insight of Sigmund Freud: the unfamiliar is not only outside us. It also lives within us. We are, in an important sense, strangers to ourselves.
Each of us carries within our own experience areas that remain partially unknown—drives we do not fully understand, reactions that surprise us, motivations that operate beneath conscious awareness. Recognizing this internal estrangement is a crucial step in developing self-awareness. And it has profound implications for leadership.
Leaders who assume complete self-knowledge often interpret conflict as something external: a problem in others, in the system, or in the circumstances. Leaders who recognize the limits of their own self-understanding cultivate something different: psychological humility.
They understand that their interpretations may be incomplete. That their reactions deserve reflection. That their own inner landscape still contains unexplored territory. Paradoxically, acknowledging the unfamiliar within oneself can make a leader more capable of encountering the unfamiliar in others. Those who know that they are not fully transparent to themselves tend to approach difference with more curiosity and less defensiveness.
Perhaps this is why mature leadership is not only about directing systems or mobilizing people. It is also about learning to inhabit certain boundaries: between belonging and distance, between certainty and inquiry, between knowledge and discovery. To step inside, in order to understand. To step outside, in order to see. And to introduce distinctions that allow others to notice what had remained invisible. Because when leaders become completely absorbed by the culture they lead, they lose one of their most important functions: the ability to observe it. And when leaders believe they fully understand themselves, they risk losing another essential capacity: the ability to keep learning.
Leadership, in the end, may require precisely this—maintaining a certain productive estrangement: from the system, from the culture, and even from oneself. Not as a form of distance from others, but as a way of seeing more clearly.