We are all, in our quiet ways, looking to be saved. Some of us by success. Some by money. Some by love. Some by control, certainty, or, even, the comfort of blame. But some of us—if we are lucky or perhaps broken open enough—find ourselves saved by hope. Not the flimsy hope that denies reality or dismisses sorrow, but the kind forged in pain and baptized in doubt, the kind held aloft by something sturdier than reason. The kind that walks into the fires of adulthood, leadership, and power and takes its seat.
It is this kind of hope that undergirds what I call redemptive leadership—a leadership not built on dominance or charisma, but on humility, moral courage, and the quiet, often trembling strength to do what is right when it is hardest to do so.
The psychoanalyst Theodor Reik, trained by Freud but shaped by his own moral sensibility, understood courage not as bravado but as ethical steadfastness. His concept of moral courage was not about fearlessness but presence; the presence of the psychoanalyst who is courageous enough to listen to themselves so they may listen even more closely to those whom they are called to help. To do so, he noted, takes an unwavering commitment to act on one’s inner truth, even when that truth is murky, uncomfortable, or likely to be rejected.
In Listening with the Third Ear, Reik invites us to develop a deeper form of attention: an attunement not just to what is said, but to the silences around the words, the feelings behind them, and the truths buried beneath habit. The analyst, the therapist, even the executive coach—as well as, I would argue, the leader—must be willing to be moved by what is inside them, what’s inside their clients and colleagues. They must be willing to be wrong, to speak what needs to be said even when silence would be safer; especially when silence would be safer. Reik writes, “The analyst must say what he sees, even when it is not in accordance with what is expected of him.” The analyst, I’d add, but, too, the leader and all who hold power. As I learned during my winding path through my first and well into my second adulthood, we all need to say that which needs to be said. This is moral courage.
This same ethic also underpins what I have called radical self-inquiry. My signature question— “How have I been complicit in creating the conditions I say I don’t want?”—is too often mistaken for an invitation to guilt, shame, and responsibility for all that has happened to one, in one’s life.
But nothing could be further from what I meant when I first formulated that question. My own pursuit of moral courage was never about finding blame or evoking shame. It was and remains an invitation to life-long curiosity. To wonder. To develop your moral courage to look inward with tenderness rather than accusation. It is inquiry, not inquisition.
To ask: What do I repeat without realizing? What beliefs have I mistaken for fate? What am I participating in, unconsciously, that runs counter to what I say I value? What benefit do I derive, however un-useful it may now appear, from a behavior that undermines my sense of love, safety, and belonging?
For twenty years, this question has energized my life and my coaching. It animated my first book, Reboot, and morphed and expanded in my second book, Reunion. More importantly, it continues to guide my life as much as the lives of those with whom I work. And yet I’ve come to see—especially in those who seek to help others with it—that even this question, used without care, can inadvertently evoke shame. Even those guided by the best intentions often fail to listen with Reik’s third ear and miss the quiet ways in which the question stirs old wounds, evoking the painful idea that we are to blame for our own suffering.
This, then, is a call for moral courage. The courage not only to turn the question inward, but to hold it with discernment when offering it to others. We must never confuse radical self-inquiry with self-laceration. We must not mistake its power for permission to shame. Rather, we are each responsible for creating the conditions of curiosity and self-compassion in which others can do their own courageous work.
When we do such work with honesty and grace—when we lead with clarity and integrity instead of reaction or fear—it moves us. The feeling it stirs is not unlike the experience of aesthetic beauty, though it is something quieter; something deeper. Philosophers and psychologists call it moral beauty: that sudden sense of awe we feel when witnessing acts of goodness, restraint, compassion, or dignity.
It might be a leader who names a mistake instead of spinning a story. A friend who shares a painful truth, gently. A stranger who risks comfort to protect another. A leader who speaks up in a world riven by hatred and where compassion is seen as a weakness and antithetical to the responsibilities of power.
Such acts are often invisible. They rarely make headlines. But they shape the moral fabric of our communities and workplaces, often from the margins. They are beautiful not because they are grand, but because they are true.
This beauty, like courage, is born of vulnerability. It is the willingness to be seen and to see others—not as abstractions, not as enemies, but as human.
Edwin Friedman, in his book A Failure of Nerve: Leadership in the Age of the Quick Fix, offers a vision of leadership that echoes the consequence of Reik’s moral courage. “A leader,” Friedman writes, “is someone who can be separate while remaining connected, and therefore can maintain a modifying, non-anxious, and sometimes challenging presence.”
That notion—a modifying presence—is what flows when we live and lead with moral courage and awake to moral beauty. It also describes the kind of leader who chooses not to dominate a room but change its temperature. Someone who steadies the emotional climate, who does not collapse under the anxiety of others, and who risks unpopularity in service of truth, in service of the other.
To become this kind of leader requires interior work. It requires clarity about one’s own life, values, and purpose. It requires self-awareness—the kind Niebuhr advocated for so forcefully in The Irony of American History.
Niebuhr’s book, written in the shadow of World War II and at the dawn of the Cold War, is a meditation on the moral complexity of American power. Niebuhr warned against both the hubris of moral innocence and the despair of cynicism. He urged us toward a realism tempered by humility, aware of our limitations but unwilling to abdicate responsibility. As the world today again tilts toward division, strongman certainty, and historical amnesia, the irony that he pointed out was that only self-awareness—on the level of the nation, and the individual—can save us from ourselves.
“Sisters and brothers, especially those of you experiencing pain and sorrow, your silent cry has been heard and your tears have been counted; not one of them has been lost! … The resurrection of Jesus is indeed the basis of our hope. For in the light of this event, hope is no longer an illusion… That hope is not an evasion, but a challenge; it does not delude, but empowers us.”—Pope Francis, Urbi Et Orbi, Easter 2025
Francis passed just hours after offering these words.
It was his final Easter message—his last public act. A benediction for the brokenhearted. A gift for those who weep silently. A reminder that every tear is counted. That nothing is lost.
And in this—perhaps more than in any papal encyclical or theological treatise—he left us a definition of hope. Not a sentimental hope. Not a deflection. But a challenge. A hope that demands something of us. A hope that calls us not to escape the world’s pain but to move closer to it, and to act, to redeem that which has been lost.
Redemptive leadership is not about being flawless. It is about being faithful. Faithful to the truth, even when it’s uncomfortable. Faithful to others, even when they disappoint us. Faithful to a larger sense of what is right, even when it would be easier to look away.
It is about becoming the kind of person who can be entrusted with power because you no longer need it to feel whole.
We are called to lead not perfectly, but redemptively. To tell the truth. To hold steady. To stay curious. To risk compassion. To forgive. And to hope—not as a last resort, but as a first principle.
For in the end, it is not certainty that will redeem us. We will be saved by the moral beauty and courage of hope.
The Reboot Podcast with Jerry Colonna, Team Reboot, and Startup Leaders
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