Falling Upward by Richard Rohr

Falling Upward by Richard Rohr

A Spirituality for the Two Halves of Life

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✍️ Richard Rohr ✍️ Mindfulness & Happiness

Table of Contents

Introduction

Summary of the book Falling Upward by Richard Rohr. Let us start with a brief introduction of the book. Picture yourself standing at a quiet threshold, a secret doorway that leads into the deeper layers of your own life. You’ve been taught how to survive, how to follow rules, and how to carve out an identity that fits into society. But what if, beyond that carefully built identity, there lies a more meaningful, expansive landscape waiting for you? Richard Rohr’s concept of falling upward invites you to realize that life is not a single straight path with a single purpose. Instead, it’s a two-part journey: the first half focuses on building a sturdy shell—your identity—while the second half encourages you to break it open. By embracing challenges and hardships, by letting go of old patterns, and by welcoming both shadow and light, you finally discover who you were always meant to be. This book’s wisdom whispers that true fulfillment awaits in that quiet, hidden second half of life.

Chapter 1: Discovering the Hidden Map That Divides Life into Two Surprising Halves.

Imagine looking at your life as if it were a great adventure, split into two major parts that you may not even notice at first. These two halves aren’t separated by a specific age, like your 30th or 40th birthday, but rather by a change in how you understand yourself and the world around you. Think of it as if you’re reading a book where the first part sets the stage and the second part reveals the deeper meaning. In the first half, you are busy building a kind of sturdy box or container that will hold your identity. You might be focusing on figuring out who you are, what rules to follow, and how to fit into society. Yet, you’re not aware that a second, more meaningful portion of your journey even exists. Many people never discover that this second half is waiting for them, tucked away beyond their comfort zones.

To help explain this two-part life pattern, spiritual writer Richard Rohr and other thinkers point us toward what Joseph Campbell called the monomyth or hero’s journey. This concept appears in ancient myths, popular stories, and the very structure of many people’s lives. It is fascinating how different cultures, separated by oceans and centuries, share a similar heroic storyline. The hero first lives in a comfortable, familiar world—like a prince in a peaceful kingdom—then is called out into the unknown. On this path, the hero faces challenges, struggles against intimidating obstacles, and must find courage within. In doing so, the hero grows, learns important truths, and returns home transformed, able to see both home and self in a completely new light. This mirrored pattern of leaving, struggling, and returning appears again and again, revealing that moving from the first half of life into the second half is a universal experience hidden in human stories.

The idea here is that while the first half of your life is about establishing a stable foundation—creating order, forming an identity, learning rules, and following guidelines—you eventually feel an urge to go beyond this stage. It is like carefully painting the outside of a box for years, making it neat and sturdy, but never looking inside to see what it can contain. The second half of life, on the other hand, is about opening that box. It is about discovering your deeper purpose, your truest self, and what really matters to you beyond all the social roles and labels you’ve taken on. The map that leads you there is hidden, and you often need some experience of falling, stumbling, or being forced out of comfort to find it. Only by going through some kind of inner trial can you unlock these greater mysteries.

What’s surprising is that not everyone embarks on the second half of life. Many remain forever building their first-half containers, endlessly polishing their public image, or clinging to their carefully crafted rules without ever seeking the treasure within. They may fear the unknown or prefer the safety of what they know. Yet the very essence of growth suggests that to find true meaning, you must move beyond what is familiar. You might not even be aware of the hidden map at the start, but once you realize there is more to life—more depth, more wonder—your curiosity can guide you forward. Understanding that two halves exist helps you recognize where you stand now and encourages you to embrace the possibility of a richer, more fulfilling second half. This sets the stage for a grand exploration where falling upward becomes a path to greater wisdom.

Chapter 2: Unmasking the First Half’s Purpose of Identity-Building and Outer Order.

In most cultures, the first half of life is focused heavily on building a solid identity. From childhood through your early adult years, society teaches you how to behave, what roles are acceptable, and which goals to chase. You learn to follow rules, respect authorities, master certain skills, and earn praise for doing the right thing. It’s a time of sorting through countless options—school choices, career decisions, who to befriend—all to discover a stable sense of self. This often means setting boundaries, differentiating what’s right from what’s wrong, and attaching yourself to clear labels: student, athlete, artist, good child, reliable friend. The container you shape during this phase is crucial because without it, you might feel completely lost. Rules, traditions, and community expectations give you direction and purpose, helping you navigate a complicated world with some semblance of confidence.

Yet, if you look around at many adults, you might notice that a lot of them seem stuck, still working on this first-half task their entire lives. They meticulously maintain their public images, their outer roles, their carefully constructed identities. Some spend decades polishing their container, adding layer after layer of paint and decoration, without ever asking what it’s all for. This happens because building identity is rewarded by society. Good grades, job promotions, social recognition—all these incentives encourage people to remain in first-half thinking. Institutions like schools, workplaces, and even religious communities often focus on clear rules and moral codes, guiding people to stay in a familiar pattern. It feels safe. It feels normal. But this safety can also become a trap, preventing them from taking the next big leap.

The first half of life is not bad; it’s absolutely necessary. Without learning to respect boundaries, develop patience, and practice self-control, you might never become a trustworthy or balanced individual. Think of it as learning the alphabet and basic grammar before you can write beautiful poetry. You can’t skip these steps because they form the foundation of who you are. But the problem occurs when people believe this is all there is. If you never look beyond your established identity, you might never realize that life can be much richer. If you never peek inside the container, you might never fill it with the meaning and wisdom waiting to be discovered. The first half is essential groundwork, but it’s not the whole story.

To better understand this idea, consider how ancient storytellers hinted that there’s always more to the journey. Heroes in old myths often return home after grand adventures, only to find that their story doesn’t end there. Similarly, you might reach what you think is your main goal—graduating school, landing a big job, starting a family—only to sense an uneasy feeling inside. That feeling is a hint that there is more to discover, something deeper beneath the surface tasks. Although the first half of life helps you find a place in the world, the second half offers an opportunity to find your true place in yourself. This means that while the first half gives you a strong shell, the second half invites you to fill that shell with genuine purpose and heartfelt understanding.

Chapter 3: Understanding How Society and Culture Keep Many Stuck in the First Half.

For centuries, societies have emphasized first-half-of-life tasks because survival, stability, and clear social structures were always top priorities. In the past, following rules and maintaining traditions helped communities stay strong and safe. Even now, many families and institutions reward people for sticking to the known path: getting good grades, finding a stable job, building a nice home, and following moral codes. From an early age, you might have been taught that success is about being responsible, following instructions, and winning approval from others. While there’s value in discipline and moral standards, this cultural focus can also keep you from ever asking deeper questions about who you are beyond those rules.

Consider how social media, advertisements, and entertainment push us to crave recognition and status. People proudly display their achievements, wealth, or beauty, showing off the polished exterior of their first-half container. This endless display can mislead you into thinking that life’s main purpose is to keep strengthening your outer image. As a result, many remain trapped, not knowing that a second half of life exists where you explore your inner depths. The noise of society often drowns out the quiet whispers of the soul, which invite you to look inward and find meaning rather than just outward success.

Institutions sometimes fail to guide people into the second half. Even religious groups can emphasize rule-following and tradition-keeping over spiritual depth. They may provide comfort and community, but they don’t always encourage individuals to embark on a personal journey of discovery beyond established customs. Schools teach us facts and techniques, but they rarely show us how to face life’s mysteries or embrace uncertainty. Workplaces teach us to compete, earn, and achieve, but they seldom help us understand why we do these things. The result is a widespread assumption that the first half’s container-building phase is the ultimate goal. Many never question this assumption, never sensing that there could be more than outer appearances and surface-level achievements.

Yet, if you look closely, you’ll notice that some people break free. They might have faced unexpected hardships—losing a job, enduring heartbreak, or grappling with a deep personal loss—that force them to question their old framework. This questioning can feel scary, as if you’re stepping into a dark forest without a map. But those who dare to continue usually find a new kind of wisdom on the other side, a richer understanding that goes beyond what society praises. In this quiet, inner territory, a person begins to suspect that their worth isn’t only measured by medals, money, or admiration. Instead, meaning grows from how well they understand themselves, how compassionately they treat others, and how open they are to life’s mysteries. Breaking free from society’s tight grip on first-half values is the first step toward falling upward into something greater.

Chapter 4: Ancient Myths and the Second Journey: Lessons from Odysseus and Beyond.

To better understand the transition between life’s halves, let’s revisit the tale of Odysseus, the clever hero of the ancient Greek epic called the Odyssey. After many dangerous adventures at sea and confrontations with strange beings, Odysseus finally returns home to Ithaca. Most readers would expect a happy ending, with him reunited peacefully with his wife, son, and loyal dog. But the original story doesn’t end there. Ancient storytellers hinted that there’s another journey waiting for Odysseus—something deeper, more personal, and more mysterious. This second journey represents the second half of life, where the hero must move beyond his known world and discover something that ordinary achievements can’t provide.

The poet Homer describes Odysseus as having to leave Ithaca again, carrying an oar and traveling so far inland that the people he meets mistake his oar for a farming tool. This bizarre requirement is symbolic: it shows that Odysseus must leave behind the familiar tools and roles of his first life phase. The warrior who fought bravely in battles and overcame sea monsters must now walk into unknown territory. He must learn from people who don’t know the sea at all, letting go of old identities and expectations. This is similar to what each of us must do when we step into the second half of life. We have to break our patterns, risk looking foolish, and face new challenges that don’t fit the old mold.

Many spiritual traditions have their own version of the second journey. In the Hebrew Bible, Abraham and Sarah are asked by God to leave their homeland and journey into a foreign land. They must trust, without knowing exactly where they’re going, that something good awaits. In the Christian scriptures, Jesus calls his disciples not just to follow rules but to embark on a path of transformation. Stories from Buddhism, Hinduism, and Islam also emphasize leaving behind earlier assumptions to find deeper truth. These ancient stories serve as roadmaps, reminding us that the shift from first-half tasks to second-half wisdom isn’t a new idea. It’s something deeply embedded in human experience.

By studying these old myths, we see that the second journey often involves loss, confusion, and vulnerability. Heroes must sometimes descend into the underworld or face a kind of symbolic death. It can be frightening, but it’s also where the magic happens. Just as Odysseus had to venture inward—both literally and spiritually—so must we if we hope to discover greater meaning. This pattern shows that falling upward into the second half of life often requires going down before going up. We must, in some way, lose our previous footing to gain new strength. These ancient tales assure us that although the path may be strange and uncertain, it has been walked before, and it leads to a richer understanding of ourselves and the world.

Chapter 5: The Necessary Fall: Why Struggle and Stumbling Unlock the Second Half.

Moving into the second half of life isn’t something you can simply decide to do by reading a book or following a set of instructions. It usually requires what Richard Rohr calls falling upward. This means that the shift into deeper understanding and true purpose often happens after you stumble, face failure, or encounter a problem too big for your old methods to handle. Pain and disappointment can act like keys that unlock a new door in your life. This isn’t because suffering is good for its own sake, but because it shakes you out of your comfort zone. It breaks your old patterns, forcing you to look at reality differently.

Imagine that you’ve always solved problems by relying on your intelligence, your talents, or the strong roles you played. Suddenly, you face a challenge that none of these first-half tools can fix. It might be the loss of a loved one, a personal betrayal, a health crisis, or a deep feeling of emptiness after achieving everything you thought you wanted. At first, this failure can feel like total defeat. But if you remain open, you discover that this moment of falling, of hitting rock bottom, provides new insights. You realize that life isn’t just about achieving goals and maintaining control. It’s also about learning to accept, let go, trust, and discover hidden strengths you never knew you had.

Without these moments of necessary suffering, many people would never consider leaving the first half of life. They would stay where they are comfortable, following familiar rules and polishing their self-image. Falling well means using hardships as opportunities to grow, rather than denying them or trying to return to an old normal. This process is echoed in spiritual teachings across cultures: to find something deeper, you must first lose something else. You might have to lose your pride, your certainty, or your belief that everything can be managed by sheer willpower. In doing so, you open yourself up to help from something greater than yourself—call it grace, insight, intuition, or divine guidance.

Over time, you may come to see that struggle is not the enemy of a meaningful life; it’s often the catalyst for transformation. While nobody wishes for pain, the reality is that genuine growth rarely comes from staying safe and unchallenged. Instead, it comes from navigating obstacles and learning from them. Just as a seed must break open in darkness before it can sprout toward the light, human beings often must break open old identities before discovering who they really are inside. This is the heart of the falling upward idea: that by falling, we actually rise to a higher understanding. What at first appears as loss or failure can turn into the gateway to the second half of life.

Chapter 6: Discharging the Loyal Soldier and Letting Go of Old Identities.

In Japan after World War II, returning soldiers struggled to fit back into peaceful society. They had learned how to be loyal fighters, but now their communities needed them to be something else—farmers, craftsmen, neighbors, and citizens. To ease this painful shift, elders performed a ritual to discharge the loyal soldier. They thanked him for his service and then gently informed him that his old role was no longer required. This ritual helped him understand that he had to let go of one identity to embrace a new, broader purpose. Similarly, when moving from the first half to the second half of life, we need to thank our loyal soldiers—those parts of our identity that kept us safe and steady in youth—and then release them.

Your loyal soldiers might be behaviors, habits, or thought patterns that once protected you. For example, always playing it safe, strictly following rules, or constantly proving your worth might have been essential when you were younger. These habits helped you survive socially, morally, and emotionally. They gave you boundaries so you wouldn’t run wild, and they taught you how to function in a complex society. But as you grow, these same patterns can become restrictive. They might prevent you from seeing life’s bigger possibilities. Discharging the loyal soldier means thanking these parts of yourself for getting you this far but recognizing they cannot lead you into the second half.

Letting go of old identities is hard because it feels like losing a piece of yourself. Yet, this loss is necessary if you want to discover a more authentic, compassionate, and open-minded way of being. The loyal soldier’s job was to follow orders and defend a narrow identity. The second half of life asks you to think beyond strict orders, beyond the small world you knew. It invites you to value wisdom over rules, understanding over judgment, and love over fear. This doesn’t mean you stop respecting moral guidelines; it just means you no longer rely solely on them for your sense of self-worth. Instead, you open yourself up to a richer, more nuanced existence.

This process might feel like a kind of inner death or exile. You’re leaving behind what was once familiar, and it can be frightening to step forward without the old crutches. People often resist this shift because it threatens their comfort. But remember Odysseus’s second journey: he had to leave behind the tools and habits of his first adventure. Only by doing so could he enter a wider world of meaning. Similarly, you must acknowledge that your loyal soldier cannot guide you through unknown territory. You need a different inner compass now, one that points not just toward survival, but toward truth, compassion, and the freedom to grow into the person you were always meant to be.

Chapter 7: Embracing Necessary Suffering as the Doorway to Deeper Insight.

The idea of necessary suffering might sound unpleasant. Who would want to embrace pain or hardship? Yet, the type of suffering we’re talking about isn’t about seeking misery. It’s about understanding that some difficulties in life can help you break free from old patterns and see reality in a clearer, more compassionate light. Carl Jung, a famous psychoanalyst, noted that many emotional problems arise when people refuse to accept life’s natural pains. Instead of facing these pains, they try to escape or deny them, causing even more confusion and stress. Necessary suffering is what happens when you face life’s struggles honestly and allow them to teach you something new.

Consider how plants grow stronger roots after storms and how muscles grow after being stretched to their limits. Human beings similarly grow in wisdom when they learn from hardships. Without these challenging moments, you might never question your assumptions or dare to look beneath the surface. While no one wants to suffer, life inevitably includes loss, uncertainty, and change. If you try to avoid these experiences completely, you end up stuck in a narrow comfort zone. There, you might never discover the deeper layers of kindness, resilience, and understanding that come from weathering storms and emerging stronger.

In many spiritual traditions, great teachers speak of death and rebirth as a natural part of human development. This doesn’t always refer to actual physical death, but rather to the death of old identities and the rebirth of a more authentic self. The teachings of Jesus, for instance, suggest that to find your true life, you must be willing to lose the old one that was defined by shallow goals. Similarly, Zen masters speak of discovering your original face, the self you had before the world told you who to be. Embracing necessary suffering means not running away from the challenges that help reveal your original face and your deeper purpose.

As you learn to face difficulties without panic or bitterness, you begin to see them as steppingstones rather than stumbling blocks. Instead of feeling crushed by every setback, you start to ask, What can I learn from this? Over time, this attitude leads to greater wisdom, gentleness toward yourself and others, and a more balanced view of life. You realize that while you don’t control every event, you can choose how to respond. This response shapes who you become. Necessary suffering, then, becomes a profound teacher. It shows you that true growth often occurs after you’ve let go of your old certainties and allowed life’s lessons to sink in, changing you from the inside out.

Chapter 8: Finding the Bright Sadness, Sober Happiness, and Non-Dual Thinking of the Second Half.

When you enter the second half of life, you’ll notice a different kind of emotional tone. Richard Rohr describes it as having a bright sadness and a sober happiness. This means you no longer think of happiness as simple cheerfulness or sadness as pure gloom. Instead, you understand that both light and shadow coexist. Life still has problems, pains, and darkness, but now you face them with less fear and more acceptance. You can hold happiness and sadness together without feeling that one must erase the other. This balanced view makes you wiser, gentler, and more flexible.

Another big change is how you think. In the first half of life, you might have believed that everything had to be clearly right or wrong. You judged others and yourself harshly, and you feared making mistakes. Now, in the second half, you realize that the world is more complicated. Instead of separating everything into opposing boxes—good vs. bad, success vs. failure—you learn to think in terms of both-and rather than either-or. This non-dual thinking allows you to see that life can contain contradictions. Someone can be both flawed and worthy of love. A difficult event can bring both pain and hidden blessings.

This shift in perspective takes away the need to prove your superiority or to cling desperately to your opinions. You no longer have to win every argument or convince everyone that you’re right. Instead, you influence others simply by being steady, compassionate, and open-hearted. When you speak, your words carry more depth because they come from a place of understanding, not judgment. When you listen, you really hear what others are saying, rather than just waiting to offer your viewpoint. This kind of presence can change the atmosphere in a room without you even saying much.

The second half of life lets you see beyond surface differences. You stop demanding that everyone share your beliefs or behave exactly as you think they should. In recognizing the complexity of life, you become kinder and more accepting. This doesn’t mean you stop caring about what’s right or wrong; it means you see that people grow at different paces, and that the ultimate truth might be more vast and inclusive than you imagined. Non-dual thinking was once rare, but it’s becoming more valued as we understand that real wisdom involves embracing complexity. In this new mindset, you discover a calm center within yourself and learn that you can hold multiple truths at once, becoming more open to the fullness of life.

Chapter 9: Expanding the Container, Influencing Quietly, and Living Fully in the Second Half.

In the second half of life, the container you built in the first half finally finds its purpose. You spent so long building walls, setting rules, and establishing your identity. Now, you can fill that container with meaning, love, understanding, and openness. It’s like having spent years crafting a beautiful cup and now you finally get to drink the rich, warm tea of true wisdom inside it. Your life becomes richer, not because you have more possessions or titles, but because you have a deeper understanding of what matters. The boundaries of your mind and heart expand, making space for a more inclusive vision of life.

You may also realize that you no longer need to control everything or everyone. You don’t have to shout your opinions to be heard. Simply by showing up fully as yourself—calm, authentic, and compassionate—you influence your surroundings. Your presence alone can bring depth to conversations, encourage honesty, and inspire others to open up. Real elders in a community often have this quality. They don’t talk endlessly or force their ideas on people. Instead, they listen, they care, and they know when a few well-chosen words are enough. This quiet influence is far more powerful and long-lasting than any loud demand.

As you live in this second half, you also discover that no single group, job, or role can fully define you anymore. You belong to many circles—family, friends, community, maybe a spiritual group—and you pick and choose what nourishes you. You no longer feel pressured to fit perfectly into one mold, because your sense of self has grown beyond the need for narrow definitions. You can appreciate different perspectives without feeling threatened, and you adapt to life’s changes with more grace. Your identity becomes more fluid, allowing you to experience life in all its complexity and beauty.

The second half of life isn’t about giving up or fading away; it’s about finally being able to see clearly what was always there. Instead of clinging to status, you learn to let go. Instead of fearing mistakes, you learn from them and move on. Instead of demanding that life be simple and safe, you learn to embrace its mystery. In doing so, you fall upward—rising into a greater awareness that feels both peaceful and alive. No one can stop you from entering this phase except you. When you stop complaining about what went wrong and start seeing every challenge as a gateway to growth, you step confidently into the second half of your life. Here, being yourself is enough, and that simple truth sets you free.

All about the Book

Explore life’s journey and the dual aspects of spiritual growth in Richard Rohr’s ‘Falling Upward’. This profound guide reveals how embracing challenges leads to a deeper understanding of ourselves and our purpose in life.

Richard Rohr, a renowned Franciscan friar and spiritual writer, explores faith, spirituality, and the human experience through transformative insights that resonate deeply with readers seeking inner peace and wisdom.

Psychologists, Spiritual Directors, Educators, Life Coaches, Social Workers

Meditation, Journaling, Philosophy Discussions, Nature Walks, Volunteer Work

Spiritual Growth, Midlife Crisis, Identity Exploration, Purpose and Meaning in Life

You can’t go back and start a new beginning, but you can start today and make a new ending.

Oprah Winfrey, Brené Brown, Richard Rohr

Best Spiritual Book Award, Christianity Today Book Award, Franciscan Book of the Year

1. How can failure lead to personal growth and transformation? #2. What does it mean to embrace your shadow self? #3. How does spirituality evolve through life’s challenges? #4. Why is the second half of life significant for growth? #5. What role does humility play in deepening faith? #6. How can we learn from our mistakes and shortcomings? #7. What practices help us find meaning in suffering? #8. How does community support our spiritual journeys? #9. Why is it important to integrate our inner struggles? #10. How can we cultivate compassion for ourselves and others? #11. What does it mean to live authentically at any age? #12. How can letting go lead to deeper connections? #13. Why is questioning essential for spiritual development? #14. How do we recognize and honor our true selves? #15. What can we learn from the cycles of life? #16. How can wisdom emerge from the chaos of life? #17. Why is it crucial to confront our fears? #18. How does acceptance of imperfection enhance our journeys? #19. What insights can vulnerability bring to our lives? #20. How can faith evolve beyond rigid beliefs and structures?

Falling Upward, Richard Rohr, spiritual growth, personal development, wisdom in midlife, spiritual journeys, life transitions, second half of life, contemplative spirituality, inner growth, self-discovery, meaningful living

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