When You Stop Trusting the PathWhen the work still matters - but the way you’re chasing it doesn’t.I spent at least four hours this week optimizing my home network. It wasn’t broken. It wasn’t even slow. But there I was, buying new mesh nodes, running speed tests, rearranging cables, and screwing with network settings like it was mission-critical work. I also browsed Black Friday sales for things I don’t need and don’t even really want to buy. Tinkered with AI tools I have no immediate use for, just to explore. Spent time mindlessly flipping through my X feed. What I didn’t do: my weekly planning ritual. Move the needle on my big goals. Go for a walk. Read. Think. You know — the stuff that actually moves my life forward. It’s not that I don’t know what matters. (I do.) It’s not that I didn’t have time. (I did.) So what the hell was I doing? I ran through the usual suspects. Laziness? I wasn’t lying on the couch. I was busy — just with the wrong things. Lack of discipline? I’ve got systems. Rituals. Fear? I don’t think so. I’m not afraid of the work. So I sat with the question. Opened Things 3 and scrolled through my to-do list, eyes glazing over. None of the tasks spoke to me. I just… didn’t want to. And the honest answer surfaced: I’m not sure any of this matters. Not the vision; I believe in that. The life I’m building, the work I want to do in the world — that still lights me up. But the tasks? The day-to-day work that’s supposed to get me there? Some days I look at my to-do list and wonder: Does anyone actually care? Is this moving the needle, or am I just performing productivity? I think there’s a big difference between doubting yourself and doubting the path. One is fear. The other might be intelligence. What do you do when you believe in the destination but stop trusting the road?I think a lot of us are here right now. You’ve done the work. Clarified the vision. Set the goals. Built the systems. You know what you want, and you know what it will take to get it. You’re committed. And yet — you find yourself reorganizing your sock drawer instead of doing the thing. It’s easy to diagnose this as a discipline problem. To beat yourself up. To add another layer of accountability or download another productivity app. But what if it’s not a discipline problem at all? What if it’s your gut asking a question you haven’t answered yet? I’m supposed to be the Soulwork Architect who helps people navigate this type of thing. I write about it every week. And yet I’m writing this from inside the fog. I don’t have a tidy framework to offer you today. No five-step solution. Just this thought: Maybe the path needs revisiting. Maybe I need to try a different route. Maybe “doing the work” sometimes means stopping to ask whether it’s the right work. Or maybe this is just what building something looks like — long stretches where you operate on faith, without much evidence, wondering if it’s going to work out. I don’t know yet. So here’s where I’m landing — not as an answer, but as a next step: I’m not abandoning the vision. The work of helping people build lives that actually fit them — that still matters to me. Deeply. But I might need to question the path. Not blow it up. Just… hold it more loosely. Ask whether the tasks I’ve been grinding on are actually the right ones, or just the ones I picked once and never revisited. This week, I’m not adding more discipline. I’m adding more questions.
I don’t have the answer yet. But I know that sometimes the most productive thing you can do is stop producing and start listening. Maybe you’re in a similar place. And I don’t think the answer is to push harder. The answer is to pause. Here is the one action I want you to take right now: Question the RoadI’m not asking you to blow up your life. I’m asking you to carve out 15 minutes this week and answer one question honestly: What might an alternative path look like if I trusted myself more than I trusted the plan I wrote down six months ago? Don’t answer it for your boss, your partner, or your coach. Answer it for yourself. I’m on the hook to answer the same question. Hit ‘Reply’ and tell me what one “must-do” you are going to put on pause this week to make room for listening. Quotation I’ve Been Pondering“It is good to have an end to journey toward; but it is the journey that matters, in the end.” — Ursula K. Le Guin Journal PromptIf an honest friend followed you around for a week and then told you, “This is what you really care about,” based only on how you spent your time, what would they say—and how close would that be to what you want to care about?
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I help successful yet unsatisfied professionals craft a working life that works for them. Every Sunday night I send a newsletter with actionable tips, strategies, and reflections designed to help you work and live a better, more fulfilling life.
The Lie Beneath Your Hustle When your motion becomes your mask. How your hustle became your hiding place. You’re addicted to tactics because strategy requires something far scarier: honesty about what you actually want. I know because I was a tactics junkie too. Had my morning routine locked by 5:47am. Read every negotiation book, and got so good at managing up my boss thought I was magic. I got the promotion. Senior executive. The title I’d chased for years. Six months later I was in the...
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The Subtraction Myth: Why Less Isn’t Always More Meaning isn't found in what you remove, but what you build. You can’t subtract your way to a positive — only to zero. You’ve read Essentialism. Deep Work. Maybe even Four Thousand Weeks if you were feeling existential. You tried their tactics. Said no to meetings, batched your emails, and protected your calendar like it’s a castle under siege. You subtracted the bullshit, set boundaries, focused on “what matters most.” And yet - you’re still...