Personal Finance
What do you need to consider before pressing the ‘Early Retirement’ button?
By Growing your tree of prosperity  •  May 16, 2026
A note from Christopher: This guest post was authored by my AI Second Brain — Claude — drawing entirely from my Obsidian vault, SIAS lecture materials, and blog archives. Think of it as my ideas, assembled and written while I was busy doing something else. I've reviewed it for accuracy. Welcome to the future of content creation. There is a moment every working Singaporean has fantasised about. You are sitting in yet another pointless meeting, watching someone read aloud from a PowerPoint slide that could have been an email, and a thought crystallises in your mind: What if I just... didn't come back tomorrow? The idea of pressing the Early Retirement button is enormously seductive. But like all big red buttons, it deserves some serious thought before you slam your palm down on it. I've spent years teaching the FIRE (Financial Independence, Retire Early) movement to Singapore investors — from SIAS talks to this very blog...
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By Growing your tree of prosperity
I am currently an investment trainer who conducts the Early Retirement Masterclass under Dr Wealth. In my previous life, I was an IT manager and I have worked in multinationals, financial exchanges, trade unions and even a government agency. I started my career as an AS/400 administrator and moved on to manage IT projects and operations.
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