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The More Successful You Get, the More Irrational You Become
Are You Being Ruled by Threats That Don’t Exist? One of the strangest patterns I’ve noticed after years of coaching high achievers is this: the more successful someone becomes, the more frightened they are. Not of real danger, but of things that mostly exist in their imagination. I’ve come to think of it as being afraid of ghosts. Invisible threats, invented catastrophes, worst-case scenarios that feel urgent and real, even though there’s no evidence they’re actually going to happen. What makes this especially confusing is that these are smart, capable, highly rational people. They solve complex problems for a living. They manage risk. They make good decisions. And yet, inside their own heads, they’re oddly superstitious, reactive, and constantly on edge. Their nervous systems are stuck in fight or flight, even though their lives are objectively safe. I talk about this in the video using an example from my own life. Years ago, I worked in Corrections, managing high-risk offenders where real danger was part of the job. Constant vigilance made sense there. But when I left that environment, my brain didn’t get the memo. I kept reacting to everyday life as if a crisis was about to erupt. This isn’t unique to me. High achievers are especially vulnerable to this because imagination is one of their greatest strengths. The ability to mentally simulate the future, spot patterns, and anticipate outcomes is what makes people successful in the first place. But that same ability can turn against you. In the video, I break down the difference between real fear and anxiety. I also talk about why high achievers are more likely to trust their thoughts than they should. When your mind has been involved in years of success, it’s easy to assume it must be accurate. But that’s a dangerous assumption. The real cost of this isn’t just stress. It’s relationships sacrificed, joy postponed, rest treated like a threat, and a constant sense that you can’t slow down without everything collapsing. And ironically, the very thing you’re trying to prevent often shows up anyway, because chronic stress makes you less clear, less present, and worse at judgment.
Daily Dose of Integrity
Hey everyone, from now on I will post all Daily Dose of Integrity newsletters into this one thread, to avoid clogging up the newsfeed every day. See the latest comments for the most recent Daily Doses. Enjoy!
Why High-Performing Leaders Feel Privately Unsatisfied
Most people assume that success and happiness go hand in hand. That once you’ve “made it” — the money, the title, the respect, the freedom — you’re supposed to feel calm, satisfied, and proud of yourself. But if you’re a high achiever, you probably already know that’s not how it actually works. In this video, I unpack a pattern I’ve seen over and over again since I started coaching high performers back in 2013: the more successful someone becomes by external standards, the more privately dissatisfied they often feel. CEOs, founders, executives, top performers — people everyone else looks up to — quietly struggling with anxiety, emptiness, imposter syndrome, and a constant sense that they’re never quite enough. I start by sharing the story of one of my clients, Lynn. From the outside, her life looks like a textbook success story. She came from a difficult background, used ambition as fuel, climbed the ladder relentlessly, and kept winning. More responsibility, more money, more opportunity. And yet internally, she feels like a fraud. She’s hyper-focused on her weaknesses, dismisses decades of achievement, and lives with the constant fear that she’ll be “found out.” If that sounds familiar, you’re not broken — you’re just running a system that backfires. One of the core ideas I explore is this strange psychological contradiction: achievement goes up, but fulfillment goes down. I use simple analogies to explain why chasing more actually creates more hunger, not satisfaction. Food, money, fitness, status — the pattern is the same. The more you chase, the more anxious and needy the system becomes. It’s not that you haven’t achieved enough. It’s that chasing itself creates the craving. We also look at why high achievers often become obsessed with the next win, the next milestone, the next finish line. There’s a deeply ingrained belief that “once I get there, I’ll finally relax.” But there is no there. The human brain doesn’t arrive at permanent satisfaction, and when your sense of worth is tied to outcomes you can’t fully control, you end up trapped in a cycle of pressure and self-criticism.
Why Successful Men Can’t Relax (Even When Life Is Going Well)
What if the real reason you can’t enjoy your success isn’t that you’re ungrateful, broken, or secretly miserable… but that you’re actually afraid of being happy? I know, it sounds ridiculous at first. Almost everyone believes they’re chasing happiness. So, the idea that you might be actively preventing it feels absurd. And yet, once you see this pattern, it explains most high-achiever behaviour almost perfectly. In today’s video, I unpack what I’ve seen repeatedly from years of coaching driven, intelligent, and successful people. People who look like they’ve won the game of life, but who are constantly anxious, restless, and unable to relax into anything they’ve built. I introduce a concept called cherophobia, which is essentially the fear of happiness, contentment, or enjoyment. I tell the story of a client, who if you looked at his life on paper, you’d probably feel jealous. He’s financially elite, physically fit, has a great family, and checks every box society tells us should equal fulfillment. But inside his head, it’s chaos. He’s constantly catastrophizing, scanning for threats, and imagining how everything could fall apart. He’s doing everything “right,” yet he hardly enjoys any of it. What’s going on here is a deeply ingrained belief that if things are going too well, something bad must be coming. Many high achievers live with an unspoken superstition that happiness invites punishment. That relaxing, celebrating, or acknowledging success will somehow tempt fate. So they stay tense, stressed, and dissatisfied, because that feels safer than enjoying themselves. This creates a bizarre dynamic where success and failure become fused together. You’re allowed to win, but it’s not allowed to feel like a win. Every achievement immediately resets the expectation bar. Your personal best becomes the new minimum, and anything less feels like failure. Over time, this erodes your ability to enjoy anything at all. Ironically, this fear is often what drives high achievement. These people are incredible problem-solvers because they never let themselves rest. When things are going well, they get suspicious. When there are no problems, they subconsciously create new ones. They don’t trust calm. They don’t trust ease.
Why Being a Nice Guy Is Ruining Your Life
This podcast is a full Short Course on Nice Guy Recovery, bringing together all the videos released over the last 3 weeks. If you’ve ever tried really hard to be a good guy—polite, helpful, easy-going, never upsetting anyone—and somehow ended up feeling tired, frustrated, lonely, and weirdly empty… then you already know the problem I’m talking about. Here’s the rough outline of what I cover: First, we define the thing properly. Nice Guy Syndrome isn’t “being kind.” It’s a whole personality built around people-pleasing, approval seeking, conflict avoidance, and fear of rejection. Then we get into where it comes from. Usually, it starts early. Some of you had to earn love. Some of you grew up in chaos and learned to become the emotional thermostat for the whole house. Your nervous system learned: “Keep everyone happy = stay safe.” And once that’s wired in, your imagination does the rest. You rehearse rejection in your head a thousand times. You picture confrontations going nuclear. You assume people will abandon you if they see anything real. After that, I talk about the costs. Chronic anxiety. Social hypervigilance. Resentment that builds quietly for years. Loneliness. Shallow connections because you’re performing. Weak boundaries, low self-respect, and the weird paradox where you end up attracting either damaged people. Then we hit the core tragedy: the backfire. The whole Nice Guy operating system creates the exact outcomes you’re trying to avoid. Internally you lose yourself because you’re constantly betraying your own preferences to keep the peace. Finally, I introduce the alternative operating system: integrity. Living by your values instead of chasing reactions. Acting instead of reacting. Becoming the kind of man who impresses himself—so he doesn’t need validation as oxygen. If any of this is landing uncomfortably… good. That means you’re seeing the pattern. 👇 Go watch the full video. It’ll help you spot the exact ways your Nice Guy system is running your life, and why it keeps producing the same bullshit results.
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