Fearlessly Failing, Faithfully Living
A child stands in the middle of the living room, wide-eyed, one hand still faintly sticky from breakfast, the other waving in brave balance. Her parents sit cross-legged a few feet away. She releases the edge of the coffee table, wobbles once, and then tumbles gloriously forward into the rug. There is a breath, half fear, half laughter, and then—because grace is stitched deep into the human design—she tries again. Begin again.
Is this not the whole Sermon on the Mount hidden in miniature? The universe is built on clumsy persistence. Somewhere a monk once leaned over a candlelit page, his hand cramping, the ink spattering, the letter imperfect, and still he bent closer and began again. Somewhere, an immigrant stepped from a train with no word of the language around him, clutching a photograph and a hunger. Begin again.
We moderns have trouble with failure. It is not simply the sting of falling that bothers us but the suspicion that falling means something disqualifying, something about us. Medieval people fell as well, but they fell inside a story that could hold them. They saw the hand of Providence even in the loss of crops or the collapse of ambition. Apprentices ruined wood and monks ruined parchment, and yet they believed that patience was part of the long obedience toward beauty. Failure was not romantic, but it was instructive.
Then came the age of industry, when a man’s worth could be measured in production and economy, and the language of vocation began to sound like the accounting of a factory ledger. Failure became a social embarrassment, a loss of station. Families whispered about sons who came home without work, and courage was redefined as silence and endurance. Hidden within the grime of those years, of course, was genuine heroism: men and women who kept promises when dreams vanished. But still, humiliation hovered like soot.
Postwar generations were told they could be anything. Achievement became a creed, the heart of a shining myth. Failure…academic, romantic, financial…was no longer an event; it was an identity. We injected progress with adrenaline and dressed it in light. Then therapy came, and with it the small mercy of reframing: failure not as condemnation, but as data. Begin again.
And now, in this strange world of screens and algorithms, failure never fades. Everything can be replayed, retweeted, exposed. We curate our safety through filters and posts, afraid not only to fall but even to wobble. Parents hover. Children flinch from imperfection. The world has made embarrassment a kind of exile. Adventure shrinks to a series of optimized choices. We live tuned to performance rather than presence, and the courage that once came from trying is now outsourced to simulation.
But hidden in all this cultural noise still hums a quieter truth, one the saints never stopped singing: To fail fearlessly is not to flirt with recklessness but to recover the Christian courage to act without guarantees. Saint Thomas Aquinas taught that fortitude is not the lust for danger but the steadiness to hold fast toward the good even when afraid. Augustine told us that fear reveals what we worship. Kierkegaard whispered that the leap of faith is the place where dread becomes devotion.
Saint John Paul II reminded us that the human person discovers himself only through self-gift, never through safety. To love is to risk wound. To serve is to risk futility. Hans Urs von Balthasar said every vocation begins as a trembling yes before the unknown. Little Thérèse showed us that the smallest attempt to love, no matter how imperfect, rises higher in heaven than polished success.
Psychology circles back to grace in its own vernacular. Viktor Frankl watched the worst of humanity and found that meaning survives in suffering when we live with responsibility. Carol Dweck names what saints already knew: growth requires failure. Brené Brown teaches that naming shame breaks its spell. Courage is practiced. A handful of social scientists have caught up to the wisdom of monasteries, resilience is born in community, nurtured in forgiveness, and tested in love.
Fearlessly failing, then, is not adrenaline; it is fidelity. It is choosing the good without insisting on control. It is forgiving when you might be ignored, speaking truth when silence would be safer, beginning again when pride hisses that it is not worth it.
Begin again.
The saints all failed, you know. Peter denied. Francis floundered. Augustine fell into pride and pleasure before he fell into grace. Failure is not the exit from vocation; it is the doorway deeper in. The Christian story is not that God keeps our hands from trembling. It is that he keeps holding them when they do.
And so, dear reader, I call you dear because you are, you who check every mirror and worry that one mistake will unravel the plot of your life: the Church needs your adventurous living. Do not wait until you feel ready to begin. Apply for the thing. Apologize for the wound. Tell the truth to a friend. Loosen your grip on a child. Write the poem no one asked for. Pray the prayer that feels unfinished. Begin again.
We are followers of a Crucified Carpenter. Our whole faith is shaped like a risk. The cross was the world’s verdict on failure, and yet it was the Father’s revelation of love. Resurrection is what happens when failure is offered instead of hidden. That is the pattern. That is the map.
This week, take one small, trembling step toward love without guarantees. Let failure be your teacher, not your sentence. Remember the child in the living room who fell into grace and rose laughing. Begin again.

