Essays on Building an Antifragile Life
Weekly thinking across seven domains: Faith, Family, Finance, Fitness, Learning, Leadership, Nation and AI. Each essay is written for the leader, parent, or pioneer who believes the best work is still ahead. Not theory. Not motivation. Field notes from the middle of it.
The Pillars of the Second Foundation
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01 · Faith The foundation beneath everything else on this site.
I did not find faith. Faith found me — and when it did, everything changed. My health. My family. My leadership. My finances. Fatty liver, high cholesterol, damaged kidneys, uric acid — all gone. Thirty kilograms lost. My children followed me into this life. I am building muscle and recomposing my body at 40.
I believe God still does supernatural things. I have the evidence in my own body.
I do not just talk about faith. I am the Bible that other people read.
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02 · Family The first institution. The one that outlasts everything you build at work.
I am not raising children. I am raising the next generation of pioneers. What I want them to inherit is not money — it is drive, optimism, and a deep understanding of human nature. A philosophy that turns pressure into strength. A faith that makes the impossible ordinary. And the unshakeable knowledge that greatness is possible — because they watched it happen at home.Description text goes here
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04 · Finance One idea. Understood deeply enough. Changes everything.
Charlie Munger said understanding compounding is at the heart of all wisdom. He was right — and most people read that sentence and move on.
Compounding is not a spreadsheet concept. It is a behavioural one. Small actions, taken consistently, over a long enough timeline, produce results that feel like magic. The obstacle is never the math. It is the patience. It is remaining faithful to big dreams while taking small daily steps.
This is where I explore the psychology of wealth — and why most people who understand finance still fail to build it.
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05 · Fitness The honest scoreboard. Your body always tells the truth about your decisions.
At 40, I lost 30 kilograms. My metabolic age dropped from 50 to 32. My children watched me do it and followed. This was not about vanity. It was about proof.
Your body is the most honest feedback system you have. It does not lie. It does not flatter. It reflects the truth of your daily decisions with ruthless precision.
If you cannot build strength in your own body, how will you build it in your family, your team, or your institution?
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05 · Leadership
Making others greater. Building antifragile teams and institutions.
Most leaders think leadership is about position. It is not. It is about foresight — seeing where your people need to go before they see it themselves. It is about building a culture where winning behaviours become instinctive, not mandated.
The best teams do not just survive disruption. They use it. They grow stronger under pressure because the leader built the conditions for that strength before the pressure arrived.
Leadership is not the art of being indispensable. It is the art of making yourself unnecessary — and leaving behind an institution that outlasts you.
If you cannot build that, you are not leading. You are managing.
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06 Learning - Mastering self. Reading in the age of AI — what still matters and what doesn't.
I read for time arbitrage. One book distils a lifetime of someone else's hard-won experience. That is the trade — hours of reading for decades of living.
But AI changes the equation. If a tool can summarise, synthesise, and apply information faster than I can read, what is reading for?
I believe the answer is mastery of self. AI can give you information. It cannot give you the discipline to sit with a difficult idea until it changes you. It cannot give you the felt sense of another human life — the texture of their failure, the weight of their decisions, the specific way they saw the world.
Books do not make you smarter. They make you different. That difference — accumulated over years — is what separates those who know from those who have become.
This is where I explore what still matters in the age of infinite information.
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07 · Nation
How Singapore navigates the next 30 years — and what each of us owes the pioneers who built it.
Singapore is 60 years old. By the patterns of history, that places us in the Age of Affluence — the precise moment when great civilisations stop dreaming and begin declining.
I refuse that trajectory.
I came to Singapore as an immigrant. I chose to become its citizen. That choice carries a weight I do not take lightly — and a responsibility I am not willing to outsource to someone else.
The Singapore that welcomed me was built by pioneers who had nothing except clarity of purpose and the will to act. The Singapore my children will inherit will be built by people willing to ask harder questions: How do we maintain social cohesion in an age of disruption? How do we build a gracious society when AI is rewiring work, identity, and human connection? How do we produce a new generation of pioneers?
I do not have all the answers. But I am committed to asking the questions in public — and finding people willing to build the answers together.
Singapore gave me the conditions to become my best self. This pillar is my attempt to return that gift.
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08 · Artificial Intelligence
Living an antifragile life and leading as a human in the Age of AI.
My children study hard. But I know the skills they are studying for may not be the skills that will be hired in the future. That thought does not leave me.
I am not interested in AI hype or AI fear. I am interested in the real question: how do people like us — mid-career professionals, parents, leaders built for a world that is changing — navigate this transition with our children, our teams, and our sense of purpose intact?
The antifragile response to AI is not to resist it or worship it. It is to use it as pressure that forces us to become more human — more creative, more strategic, more capable of the work only humans can do.
Is it too late to learn? I do not think so. But only for those willing to start now.
This is where I work that out — for my children, for people like me, and for anyone standing at the same crossroads wondering what comes next.