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You're allowed to outgrow a place that once felt right. Even if everyone says you're thriving. This is one of the hardest forms of misalignment to recognize. There's no obvious villain. No toxic boss, no unreasonable workload, no clear reason to leave. You deliver great results. You get along with the people around you. You've built your success over years. And still...something feels off. When something's obviously wrong, it's clear you need to make a change. But it's much harder to see warning signs when you're good at the work and you fit the culture. So instead of looking outward for the problem, start noticing what's happening internally. Your nervous system is probably already telling you. Here's what it sounds like: Sunday dread that has nothing to do with workload. The stress is manageable. You just don't care anymore. Feeling disconnected from what you're building. The mission doesn't resonate the way it used to. Pretending to care more than you actually do. You're going through the motions because you're good at your job. The "is this it?" question that won't go away. Even when everything's going well, something keeps asking if there's supposed to be more. None of these are performance problems. They're alignment problems. The work might fit your skills perfectly. But does it fit who you're becoming? That's a different question. And it's one most high achievers avoid - because when you're succeeding, questioning the path feels ungrateful. Reckless, even. But here's what I've learned: You don't need a crisis to change direction. You don't need permission from the people who've watched you succeed. You don't need a villain to justify walking away from something that no longer fits. Sometimes you've just grown into someone the role wasn't designed for. That's not failure. That's evolution. What about this resonates? What are you struggling with? Hit reply. Share your thoughts. I read every message. This week, notice this: When do you feel most alive at work? And when do you feel like you're performing? The gap between those moments is data. Notice it and use it. |
Second Summit Brief is a weekly letter for high-achieving leaders who’ve realized the summit they climbed isn’t the one they want to stay on. Each edition blends reflection and strategy to help you see the patterns keeping you stuck and find the clarity, courage, and integration that define your own second summit.
Think about who you were ten years ago. Your priorities. Your certainties. The things you thought you’d never change your mind about. The identity you would have described if someone asked. Now think about how much has shifted since then. Not just circumstances. You. The way you see the world. What matters. What doesn’t anymore. If you’re honest, the change is probably significant. Maybe dramatic. And yet. If I asked you how much you expect to change in the next ten years, the answer would...
We've gotten very good at eliminating friction. One-click purchases. Algorithmic playlists. Instant everything. The entire tech economy is built on the premise that friction is the enemy, that smoother is better, that the goal is to remove every obstacle between you and what you want. And for some things, that's genuinely useful. But here's what I've started to notice: The easier something becomes, the less it seems to mean. The song that plays automatically doesn't land the same as the one...
There's a story about a martial arts student who approaches his teacher. "How long will it take me to master this craft?" The teacher considers him. "Ten years." The student nods, then leans forward. "But what if I practice twice as hard? What if I train every day, longer than anyone else? How long then?" The teacher smiles. "Twenty years." Most of us are the student. We believe that more effort solves everything. That if something isn't working, we just need to push harder. Stay later. Grind...