
Falling Upward
9 minA Spirituality for the Two Halves of Life
Introduction
Narrator: Imagine spending your entire life climbing a ladder, sacrificing relationships, health, and peace of mind to reach the very top. You finally pull yourself onto the last rung, exhausted but triumphant, only to discover that the ladder was leaning against the wrong wall. This haunting image, popularized by the monk Thomas Merton, captures a profound anxiety that lurks beneath the surface of modern ambition. It speaks to a deep-seated fear that our relentless pursuit of success might lead not to fulfillment, but to a hollow victory and a life misspent. What if the goals that drive us in our youth are not the ones that will sustain us in our maturity?
In his transformative book, Falling Upward: A Spirituality for the Two Halves of Life, Franciscan friar Richard Rohr provides a map for this very dilemma. He argues that life is not a single, linear ascent but is composed of two distinct and necessary journeys. Rohr suggests that the path to true spiritual maturity is not found by avoiding failure and pain, but by embracing them. The very falls we so desperately try to prevent are, in fact, the means by which we learn to "fall upward."
Life is a Tale of Two Halves: Building the Container, Then Finding the Contents
Key Insight 1
Narrator: Rohr’s central thesis is that human life has two major tasks. The first half of life is dedicated to building a strong "container" for our identity. This involves establishing our ego, career, social standing, and personal security. We answer questions like, "What makes me significant?" and "How will I survive?" This stage is essential; it gives us the structure and foundation needed to navigate the world.
However, this container is not the end goal. The second half of life is about discovering the "contents" the container was meant to hold—our deeper purpose, our soul, and our unique contribution to the world. Rohr illustrates this with Jesus's parable of the wineskins. New wine, representing the expansive wisdom of the second half, cannot be poured into old, rigid wineskins, which represent the structures of the first half. The container must be made flexible, or even be broken and remade, to hold the new, fermenting truth.
This transition is powerfully captured in Jesus's words to the disciple Peter. He says, "When you were young, you used to dress yourself and walk wherever you wanted, but when you are old, you will stretch out your hands, and another will dress you and carry you where you do not want to go." Youth is the first half, defined by self-determination and control. Old age, or the second half, is a journey of surrender, where one is led by a force beyond the ego, often toward sacrifice and a different kind of service.
The First Half Requires "Good Fences" to Build a Strong Self
Key Insight 2
Narrator: Before one can transcend the ego, one must first build a strong one. Rohr argues that the first half of life rightly depends on law, tradition, boundaries, and rules. These structures provide the security and predictability needed to develop impulse control and a healthy sense of self. As the poet Robert Frost wrote, "Good fences make good neighbors." These "fences" help us define who we are.
Ironically, a crucial part of this development involves pushing against these very boundaries. A person who has never struggled against a "worthy opponent"—be it a strict parent, a challenging tradition, or a demanding discipline—never develops true inner strength. Rohr uses the analogy of learning to ride a bike: we only learn to recover from falling by actually falling. Those who are so protected that they never fall are, in a deeper sense, always off-balance.
Without this foundational work, individuals can remain in a state of "adult infancy," unable to move beyond narcissistic needs. A strong ego, forged through the discipline and struggles of the first half, is paradoxically necessary before one can learn to let go of the ego in the second.
The Way Down is the Way Up: Necessary Suffering and Stumbling Stones
Key Insight 3
Narrator: The journey from the first half of life to the second is rarely a seamless, planned transition. More often than not, it is initiated by a significant failure, a great loss, or what Rohr calls "necessary suffering." We do not think our way into a new way of living; we are led there by events that our current ego-driven toolkit cannot solve. We must "lose" at something we thought we needed to win.
The ancient myth of Odysseus provides a perfect model for this journey. His ten-year voyage home after the Trojan War is not a story of heroic triumphs but of constant, humiliating setbacks. He loses his men, his ship, his power, and his fame. He is brought to the very bottom. Yet, it is through this relentless "falling" that he is stripped of his hubris and is finally able to return home, not just as a warrior, but as a wise man.
This is the "stumbling stone" that the scriptures speak of. For the apostle Paul, it was a literal fall from his horse on the road to Damascus, an event that blinded him and shattered his self-righteous identity as a persecutor of Christians. It was only after hitting this bottom that he could begin his new life. Rohr argues that this is the universal pattern: where we stumble and fall is precisely where we find the treasure.
The Second Half is a Journey into the Shadowlands and a "Bright Sadness"
Key Insight 4
Narrator: Maturity in the second half of life is not about eliminating problems but about holding them differently. It involves what Carl Jung called "shadow work"—the courageous process of acknowledging and integrating the parts of ourselves that we have denied, repressed, and projected onto others. We must confront the "plank in our own eye" before we can see the world clearly. This work often brings a "holy sadness" as our idealized self-image is humbled, but it is this very process that leads to authenticity and freedom.
This leads to a state Rohr calls "bright sadness" or "sober happiness." It is the capacity to hold life's joy and sorrow, its light and darkness, in a creative tension without anxiety. In the second half, there is less need to fight, fix, or condemn. As St. Francis of Assisi demonstrated, the best criticism of the bad is the practice of the better. Instead of attacking evil, he simply embodied goodness, truth, and beauty.
This stage is also marked by a shift from "either-or" dualistic thinking to "both-and" non-dual consciousness. One learns to see beyond simple categories of right and wrong, winner and loser, and to embrace paradox. This allows for a more spacious, compassionate, and participatory approach to life, where the goal is not to stand out but to join in the "general dance."
The Final Destination is Falling Upward into a Second Simplicity
Key Insight 5
Narrator: The ultimate goal of the spiritual journey is not a return to the simple innocence of childhood, but the attainment of what philosopher Paul Ricoeur called a "second simplicity." This is the wisdom that lies on the far side of complexity. It is a return to the joy of the beginning, but now informed by all the experience, doubt, and suffering that came in between.
Rohr describes his own journey from a conservative, pre-Vatican II Catholic upbringing—his "first wonderful simplicity"—through a period of intellectual complexity and disillusionment, to a final, more inclusive and integrated faith. In this second simplicity, "everything belongs." The excluded parts of our lives, our failures, and our shadows are all welcomed back into a unified whole.
This is the essence of falling upward. We are transformed not by being perfect, but by being received. The ultimate mirror for this transformation is what Rohr calls the "Divine Gaze," which sees and accepts us exactly as we are. In this acceptance, we are finally free to become the person we were created to be all along.
Conclusion
Narrator: The single most important takeaway from Falling Upward is a profound re-framing of failure. In a culture obsessed with success and upward mobility, Richard Rohr teaches that the very experiences we are taught to fear and avoid—falling, making mistakes, suffering loss, and hitting bottom—are the primary doorways to spiritual maturity and deep meaning. The way up is, paradoxically, the way down. Our greatest growth does not come from winning, but from how we handle our losses.
The book leaves us with a challenging and liberating question. Can we learn to view our own falls not as signs of defeat, but as invitations? Can we trust that the gravity pulling us down is the same force that is, in a deeper sense, pulling us toward the very heart of who we are meant to be? To do so is to begin the great adventure of falling upward.