
Didn't See It Coming
13 minOvercoming the Seven Greatest Challenges That No One Expects and Everyone Experiences
Introduction
Narrator: Imagine a young, ambitious law student on the fast track to success. He’s acing his internship at a prestigious firm, and a lucrative career seems all but guaranteed. One afternoon, while working in a partner’s office, he has a vision. It’s a flash-forward twenty years into his own future. He sees himself as a partner at the firm, wealthy and successful by every external measure. But he also sees a man who is morally bankrupt, with a broken marriage and a hollow soul. The vision is so vivid, so chilling, that it forces him to question the entire trajectory of his life. This experience wasn't a hypothetical exercise; it was the real-life turning point for Carey Nieuwhof, and it forms the central question of his book, Didn't See It Coming. He explores how successful, well-intentioned people can drift into cynicism, compromise, and emptiness, and reveals the seven critical challenges that blindside everyone but don't have to.
Cynicism Begins with Caring, Not Apathy
Key Insight 1
Narrator: One of the most insidious challenges is cynicism, but it rarely starts with a lack of care. In fact, it often begins because someone cared too much. Nieuwhof shares a story from his early days as a pastor when he and his church poured immense resources—time, money, and emotional energy—into helping a couple named Roger and Mary. They were in constant crisis, and the church provided groceries, gas money, and endless support.
But over time, their needs became a black hole of demand. Gratitude soured into entitlement, and their requests became more and more unreasonable. The breaking point came when Roger, after a minor conflict, stormed out of the church, accusing everyone of not caring enough. Nieuwhof was left heartbroken and angry. The experience planted a seed of cynicism in him, making him question whether it was worth investing so deeply in people who might just throw it back in his face.
This story reveals a critical truth: cynicism is often a defense mechanism born from past hurts. We become cynical not because we don't care, but because we cared deeply and got burned. Nieuwhof argues that cynicism is a choice, a decision to project past pain onto the future. The antidote, he suggests, is not to care less, but to cultivate curiosity. Curious people are never cynical, and cynical people are never curious. By asking "Why?" and "Why not?", we can keep our hearts open to new possibilities instead of shutting down in self-protection.
Your Character, Not Your Competency, Determines Your Capacity
Key Insight 2
Narrator: The vision of his morally bankrupt future taught Nieuwhof a lesson that would define his work: all the competency in the world cannot compensate for a lack of character. In our culture, we are paid to develop our skills but are rarely rewarded for working on our character. Yet, as Nieuwhof observed, countless leaders in business, politics, and even ministry are not derailed by a lack of skill but by a collapse of character. They possess incredible minds and finely tuned talents, but addiction, affairs, greed, or ego ultimately disqualify them.
Nieuwhof argues that character is the ultimate lid on our capacity. Your competency might get you in the door and create a first impression, but it's your character that leaves a lasting legacy. He points out the subtle ways we compromise, creating a gap between our public persona and our private reality. This is the slow, quiet process of selling your soul, not in one dramatic moment, but through a thousand small decisions—a white lie here, a broken promise there, a rationalization for selfish behavior. The struggle is universal; even the apostle Paul wrote about his internal war, wanting to do what is right but doing what he hated. The key is to recognize the warning signs—like hiding things or justifying your actions—and commit to working twice as hard on your character as you do on your competency.
Disconnection Is a Human Problem Amplified by Technology
Key Insight 3
Narrator: We live in an age of unprecedented connection, yet we’ve never felt more alone. This paradox is a central challenge of modern life. Nieuwhof shares a personal story about getting his first BlackBerry. He was thrilled with the constant access to information and people, but his family felt his absence. He was physically present at the dinner table or on vacation, but his attention was elsewhere. The irony hit him years later when his wife and sons all had their own devices, and he was the one fighting for their attention.
This experience highlights that technology isn't the root cause of disconnection; it's an amplifier of our pre-existing human tendencies. The problem isn't the phone; the problem is us. Nieuwhof traces his own tendency to keep people at a distance back to his childhood, when his family moved frequently, forcing him to leave friends behind. To avoid the pain of loss, he decided in fifth grade to stop making close friends.
Technology simply makes it easier to indulge these tendencies. It allows us to retreat into a curated world, replacing deep, meaningful conversation with a series of shallow monologues. The solution isn't to ditch our phones, but to solve the human problem. This requires intentionally slowing down, confessing our own contributions to the problem, and cultivating genuine, life-giving conversation where we listen more than we talk.
Irrelevance Is a Silent Creep Fueled by Resisting Change
Key Insight 4
Narrator: Culture never asks for permission to change; it just changes. And the fastest way to become irrelevant is to stop changing with it. Nieuwhof illustrates this with a humorous but poignant story about the avocado-green couch he and his wife received for free when they were young and broke. As they became more financially stable, they slowly replaced their hand-me-down furniture with pieces they truly loved. They realized that the more invested they were in something, the harder it was to let it go.
This same principle applies to our ideas, methods, and styles. People often "freeze" in the era where their tastes were formed, whether it's the music of their youth or the business strategies that once brought them success. Nieuwhof saw this when visiting elderly parishioners whose homes were time capsules from the 1970s. He later saw it in Kodak, a company that invented the digital camera but went bankrupt because it couldn't let go of its mission to sell film and print photos. They loved their methods more than their mission.
To combat irrelevance, we must love our mission more than our methods. We must become students of culture, surround ourselves with younger people, and be willing to make radical changes. As one of Nieuwhof's mentors said, "The greatest enemy of your future success is your current success."
Pride Is an Obsession with Self, Rooted in Insecurity
Key Insight 5
Narrator: Pride isn't just for narcissists; it's a subtle poison that affects almost everyone. Nieuwhof learned this firsthand during a year-long spending fast. Three months in, he spilled hot tea on his pants right before an important meeting. His immediate, panicked reaction was to rush to Walmart to buy a new pair, a clear violation of his fast. He found himself rationalizing, trying to rewrite the rules in his head to justify the purchase.
In the end, he couldn't do it. He spent ten awkward minutes in the Walmart restroom trying to dry his pants with the automatic hand dryer, feeling the stares of other customers. In that moment of humiliation, he realized his reaction wasn't about the pants; it was about his pride. He was terrified of what people would think. This experience revealed that pride is fundamentally an obsession with self, often driven by deep insecurity. We compare ourselves to others, tie our self-worth to our performance, and struggle to celebrate the success of others because we fear it diminishes our own. Humility is the only antidote, and it is cultivated through intentional practices like expressing gratitude, taking the low place, and being brutally honest with ourselves and with God.
Burnout Is a Soul-Deep Collapse, Not Just Exhaustion
Key Insight 6
Narrator: In 2006, Carey Nieuwhof was at the peak of his career. He was leading a thriving church and was invited to give a keynote speech at one of America's most influential congregations. He delivered a fantastic talk and felt on top of the world. Just a few weeks later, he fell off a cliff. He was completely burned out. It wasn't just physical tiredness; it was a complete corrosion of his soul. His passion vanished, he felt emotionally numb, and his hope evaporated. At his lowest point, he even contemplated suicide.
Burnout, he explains, is not just a mid-life crisis. It's a complex collapse with physical, spiritual, relational, and emotional components, and it's affecting people at younger and younger ages. It's often preceded by a loss of passion, cynicism, and feeling like nothing you do makes a difference. Recovery is a long road that requires breaking the silence and telling someone, building a support circle of friends and professionals, resting deeply, and grieving your losses. Most importantly, it requires learning to live today in a way that will help you thrive tomorrow, creating a sustainable pace for your life.
The Antidote to Emptiness Is a Mission Bigger Than Yourself
Key Insight 7
Narrator: What happens when you get everything you ever wanted and still feel empty? Nieuwhof experienced this after a blog post went viral, bringing him over a million readers in a week. The initial thrill was quickly replaced by an anticlimactic hollowness. He points to the ancient King Solomon, who had unimaginable wealth, power, and wisdom, yet concluded his life by declaring everything "meaningless, like chasing the wind."
This emptiness is the inevitable result of living for the "Kingdom of Me." Our culture trains us to constantly ask, "What's in it for me?" (WIFM). This leads to a life of perpetual discontent, where we are always seeking more, better, or different things to fill the void. The only true antidote to this emptiness is to find a mission that is bigger than yourself. When you stop living for your own kingdom and start living for a greater cause—whether it's serving others, building a healthy family, or advancing God's kingdom—you find the purpose that success alone can never provide. As Jesus taught, it's a paradox: if you try to hang on to your life, you will lose it, but if you give up your life for a greater purpose, you will truly find it.
Conclusion
Narrator: The thread that ties all these challenges together is a profound need for self-awareness. As both the theologian John Calvin and the psychologist Daniel Goleman noted, knowledge of self is the foundation for everything else. Without it, we cannot truly know God, and we cannot develop emotional intelligence. When you don't see yourself clearly, you can't see the warning signs of cynicism, compromise, or pride creeping in. You miss the slow drift toward burnout and can't understand the emptiness that follows success.
Didn't See It Coming is ultimately a call to an examined life. It argues that deep self-awareness doesn't lead to self-obsession but pushes us away from ourselves and back toward God and others. It forces us to confront our limitations and our need for grace. The most challenging and impactful idea is that these seven crises are not just survivable; they are predictable. The question it leaves us with is not if one of these challenges will knock on our door, but which one is knocking right now, and what we will do when we see it coming.