Growing your Tree of Prosperity is an introductory investment guide written specifically for Singaporeans who wish to take their first step towards financial independence.
Saturday, September 05, 2026
A fun experiment with "alternative investments"
Monday, August 31, 2026
The Best Time to Leave Singapore to Study Overseas
Ruixue Jia and Hongbin Li's The Highest Exam: How the Gaokao Shapes China makes an argument that applies directly to Singapore, even though the book is about China. Their claim: the best age for a Chinese student to leave for the US is around 15, neither earlier nor later. Leave too early, and the child has not yet absorbed the discipline instilled by China's exam-driven system. Leave too late, and the child has spent so many years optimizing for a single test that they struggle to function in an American classroom built on discussion, initiative, and open-ended work. Fifteen is the point at which the discipline is already in place, and the capacity to unlearn a narrow test-taking mindset remains intact.
Singapore does not have the Gaokao. It has the O-levels. The structural logic is the same. The right exit point for a Singaporean student who wants to study overseas is neither before O-levels nor after A-levels. It is right after O-levels, at around 16.
Singapore's education system compresses a similar kind of discipline into the years before O-levels: PSLE streaming, six years of secondary content, a national exam that determines the next track. A student who has gone through this and done reasonably well has already built the study habits, content discipline, and exam stamina that Jia and Li credit to the gaokao system. That is the raw material the book says is necessary for a move abroad to work.
Leaving earlier, at PSLE, does not clear that bar. A 12-year-old has not yet been tested on six years of secondary-level content, and the discipline the book describes has not yet been developed. The risk is a student who is neither disciplined by the Singapore system nor yet capable of self-directing in a more open one.
Leaving later, after A-levels, misses the window in a different way. By 18, the student has spent two more years inside a system that rewards the same narrow test-optimizing behavior, this time at higher stakes (H1/H2/H3 subject combinations, a single dominant score). The adaptation runway the book argues for, the two years of exposure to an open academic culture before the high-stakes stretch of a full degree, is gone. The student goes from one exam-maximizing system straight into another country's university, with no transition period in between.
O-levels sit at the point where the discipline is built, but the runway to adapt is still available. That is the argument, not a preference.
This is where the Singapore case diverges from the China case, and where a generic transposition of the book's argument breaks down. For half of the affected population, the exit point is not a matter of free choice in timing. It is constrained by law.
Male Singapore citizens and PRs must register for NS at 16.5, whether they are overseas or not. MINDEF grants deferment for full-time studies up to A-level, IB, polytechnic diploma, or equivalent qualifications. It does not grant deferment for university studies. A son who leaves after O-levels to do two years of overseas high school (the US junior-senior years, UK sixth form, or an overseas IB) can get that deferment. What he cannot do is defer NS again once that pre-university stage ends. He has to return, enlist, and serve before starting an overseas degree program, or apply to defer his university admission until after his Operationally Ready Date.
In practice, this means a son on this path enters university at around 20 or 21 rather than 18 or 19. That is not actually worse than the timeline for a son who stays local and does JC (enlistment after JC also lands him at university around 20 to 21), so the O-level exit point does not cost a boy time relative to the local track. What it costs is continuity and reversibility. He has to leave an overseas academic and social environment midstream, return to Singapore for two years of NS, and then decide whether to return to the same country and system or pivot. Some overseas boarding schools and universities accommodate this; many international admissions processes are not built around a two-year interruption after acceptance.
A daughter faces none of this. She can go straight from O-levels through two years of overseas high school into an overseas degree without interruption, fully capturing the book's adaptation window. This is a real asymmetry in the decision, and it should change how a family plans for a son versus a daughter rather than being treated as a footnote.
The book's argument is about timing and psychology. It says nothing about money because, in the China case, the constraint the authors are writing about is admission and adaptation, not affordability, for the families they are studying. In Singapore, cost is the binding constraint for most families weighing this decision, and the gap between staying and leaving is large.
| Path | Two years pre-university | Degree | Rough total (SGD) |
|---|---|---|---|
| Local: JC + NUS/NTU | Fees for citizens are heavily subsidised, effectively negligible | ~S$82,000 (tuition + living at home, 4 years) | ~S$80,000–90,000 |
| UK: sixth form + UK degree | International boarding sixth form, S$45,000–90,000 per year (S$90,000–180,000 for two years) | ~S$257,000 (Warwick-level, 3 years, tuition + living) | ~S$350,000–450,000 |
| US: boarding school + US degree | International boarding school, S$70,000–105,000 per year (S$140,000–210,000 for two years) | ~S$480,000 (MIT-level, 4 years, tuition + living); mid-tier private universities run lower | ~S$500,000–700,000+ |
These are estimates, not quotes, and the range depends heavily on which school and university a student gets into. The point is the order of magnitude: a full overseas track from O-levels through graduation costs somewhere between five and eight times the local track, and that gap has to be funded by the family, since Singapore's MOE subsidy applies to local institutions, not to a private boarding school or an overseas university's home-country fee schedule. Government-funded scholarships (PSC, SAF, MOE teaching scholarships) can close this gap, but they come with a service bond, usually five to six years, which is itself a constraint on later career choices.
The case for this timing, beyond the discipline-and-adaptation logic above, comes down to four things.
- First, two years is enough runway to adjust to an unfamiliar academic style (essay-based, discussion-driven, less structured than the O-level syllabus) before the stakes of a full degree.
- Second, a student applying to competitive overseas universities from an overseas high school builds a more legible profile for holistic admissions: teacher recommendations from the target system, grading that the admissions office understands natively, and two years to build extracurricular depth, for which Singapore's JC timetable leaves little room.
- Third, the student escapes the narrower H1/H2/H3 subject-combination logic of the JC system two years earlier, with more room to explore before committing to a major.
- Fourth, two years of immersion builds language fluency, social capital, and local references that a direct university application from Singapore does not.
Cost is the first and largest. The second is what the family gives up locally: the JC-to-NUS/NTU cohort is also a professional network Singaporeans draw on for the rest of their careers, and a daughter who leaves after O-levels forgoes it entirely; a son forgoes two years of it before NS reconnects him to a local cohort, but a different one from his secondary school peers. Third, the decision is less reversible than switching streams locally. If the adaptation does not go well (the discipline built by O-levels turns out not to transfer, which happens), the family has already committed a large, largely non-refundable sum. Fourth, some Singapore government scholarship pathways (PSC, SAF) are structured around completing A-levels locally; leaving after O-levels can preclude eligibility for them, unless the family is deliberately pursuing a different overseas scholarship route.
The book's framework, applied to Singapore, says O-levels is structurally the right exit point. Whether it is right for a specific family depends on four things that need honest answers before committing, not after:
- Can the family fund S$350,000–700,000 without compromising retirement or other children's education, or does the plan depend on winning a bonded scholarship?
- For a son: is the family prepared for the NS interruption (return at 18, serve, then resume overseas), and have the target school and university admissions processes been checked to confirm they accommodate a two-year gap?
- Has the child actually demonstrated the discipline the O-level result is supposed to signal, or was the result carried by tuition and structure that will not exist overseas?
- Does the target university's admissions process actually reward two years of overseas high school more than it would reward a strong A-level or IB result presented directly from Singapore? For some universities and courses it does. For others, a direct application at 18 gets a comparable or better outcome at a fraction of the cost.
Where all four answers are favorable, O-levels is the right time to leave, for the same structural reason Jia and Li give for age 15 in China: the discipline is already built, and the runway to adapt is still there. Where the funding is not secure, where a son's NS timeline has not been mapped against the target school, or where the O-level result was propped up rather than earned, the JC-to-local-university path remains the better bet, not because it is safer in the abstract, but because it does not require betting six figures on an unverified premise.
Monday, August 24, 2026
How to think about the Return on Education for degree programs in Singapore
Wednesday, August 19, 2026
Why I did not date until my passive income hit $600 a month
Someone wanted me to elaborate on my idea that a guy shouldn't date until he has a source of passive income.
So maybe I share a little bit of my story when I was starting out with the FIRE movement.
In my twenties, there wasn't a FIRE movement, but I was acutely aware of what was likely to happen to me in my 50s due to the lack of folks in their 50s in an American MNC, so I started saving like crazy because the outsourcing wave had just started and companies were farming off their IT departments to benefit from labor arbitrage. In those days, ETFs did not exist, so my funds were mainly in a Templeton Global Equity Fund, which I eventually liquidated and transferred to a CDP portfolio of dividend stocks.
Once I started collecting dividends, it became very natural to want a certain amount of money on average every month. I settled on $600 a month because it was my allowance during my university days. At that time, my benchmark-yielding stock was SPH, which yielded about 6%, so I just needed $120,000 in my CDP across various stocks and REITs that yielded about 6% to meet my target.
Prior to hitting this target, I didn't really date during my single days because I didn't think I could be a good provider if I couldn't at least replicate my University allowance through an investment portfolio. At the very least, I just needed my investment income to pay for dates.
Looking back, now that I am in my 50s, a lot of the things I predicted have come true!
Folks of my generation are losing their jobs to retrenchment exercises, and ageism practically guarantees that they will spend their days doing SkillFutures courses and watching their savings dwindle before finding a job that pays half as much.
So recently, I've doubled down on this idea.
I think Gen Z is in a transitional phase where guys are still expected to play the role of provider, but women are becoming more financially independent, and jobs are no longer as stable as before. Right now, some kind of new masculinity is still a work in progress, so guys still need to man up and play a provider role. And, I suspect in practice, throughout a marriage, both spouses may have to endure periods of unemployment throughout their working lives, but guys stand to take a larger hit to their egos if they can't play the role of a provider in a family unit.
To make things more interesting, I'm going to borrow some software engineering concepts from this excellent book, which I'm currently obsessed with, Designing Data-Intensive Applications, which is rapidly becoming the go-to book for casual-vibe coders looking to level up to senior-level engineering skills.
The book distinguishes between a fault and a failure.
In an array of hard disks in a RAID-5 arrangement, one hard disk failure is a fault. It can be replaced with no real system outage because RAID-5 is fault-tolerant. Just pull the hard disk out and put a new one in, and you're good to go. However, if two hard disks fail in a RAID-5 array, we have a failure because recovery is impossible without replacing hardware, followed by tape recovery.
So you can recover from a fault painlessly, but generally, failures can be events that you might not recover from.
Taking this back to family economics, in an ideal world, both spouses work, but if one spouse gets retrenched, it is just a fault in the system, and the family can recover so long as one spouse can hold the fort while the other finds a job.
But in practice, traditional norms ensure that if the wife loses her job, it's a fault that can be overcome. But if the husband loses the job, it's a failure. We see that many divorces are triggered by a lack of economic means on the husband's part or his inability to keep up with the wife's capabilities.
So if this observation is true, then the husband must develop fault tolerance internally.
The most basic approach is for the husband to generate multiple sources of income. This can be created with rental property, blue-chip stocks, song royalties, or a side hustle. The best source of side income should be passive, because you still have a day job to take care of.
So I think a young man should ask himself how much he will need to eke out a bare-bones existence living with his parents. Calculate the minimum amount of expenses you need. I think you can squeeze by on $500 a month.
Now, to generate this amount a month using a portfolio that yields 4%, multiply the number by 300. So, to generate $500 a month at a 4% yield, you will need $150,000 (300 x $500). The numbers look daunting at first, but if you can get $30,000, your monthly income will be raised by $100 a month, making the next $100 much easier to achieve with the salary raises you made along the way.
Of course, imagining that you can live on $500 a month is not enough.
We have to test it in a business continuity planning exercise.
While holding onto your job, you might want to just completely save your entire salary and set aside monthly expenses of just $500 just to see if you can survive on that.
Should young men who read this article follow my lead and refrain from entering the dating market until they have a passive income stream?
With AI disrupting the workplace, I think even if the young man refuses to ever enter the dating market, he needs a source of income if he finds that his skills are no longer valuable in the job market.
And young women, too, because the income from Gen Z guys is hardly reliable these days.
Sunday, August 16, 2026
The Four Types of Singaporean Investor: Why the "Safest" One Might Be the Riskiest
Ask ten Singaporeans how they're investing for the future, and you'll get ten different answers: a crypto wallet here, an ETF portfolio there, a stack of bank and REIT counters, or a shrug and "I'm just focused on my career right now." Look closely, and discounting the sophisticated investors who like to flex their alternative assets, and those answers collapse into four recognizable archetypes, each with its own relationship to risk, time horizon, and definition of "winning". Three of them know they're taking a risk. The fourth doesn't realize it's taking one at all, which is exactly what makes it dangerous.
1. The Speculator: Chasing
the Fast Buck
At one end
sits the get-rich-quick trader, drawn to crypto tokens, contracts for
difference, and leveraged options, hoping to compress decades of returns into
months. This group tends to be younger, chronically online, and quick to
mistake volatility for opportunity. The wins get broadcast on Telegram groups
and TikTok; the losses are quietly absorbed.
The numbers
suggest this crowd is larger than it looks and more nuanced than the
stereotype implies. A 2025 Coinbase x MoneyHero survey of over 3,500 respondents found
that 61% of Singapore retail investors now hold some cryptocurrency, yet
average allocations were a conservative 6-12% of their portfolios, and 58%
described themselves as long-term holders versus 22% who identified as
active traders. In other words, most people who own crypto in Singapore
aren't the archetype: they've bought a small position and left it alone. The
true speculator is a narrower, louder subset: the trader who treats derivatives
and leveraged tokens as a primary income strategy rather than a small satellite
position.
It's not that
speculation is inherently irrational. SGX itself runs a substantial derivatives
franchise, and options and futures serve real hedging purposes for
sophisticated investors. The trouble is that for the retail speculator,
position sizing and risk management are usually the first casualties of the
chase for a fast buck. A trade that would be a reasonable 2% hedge for an
institution becomes a 50% bet on a single altcoin for a 24-year-old trying to
skip the queue to financial freedom.
2. The Builder: Quietly
Compounding Through Low-Cost ETFs
A second, more
disciplined group has emerged over the last decade: the savvy careerist who
treats investing as a payroll deduction rather than a hobby. They dollar-cost
average into low-cost, broadly diversified ETFs (a Straits Times Index tracker,
a global equity fund, sometimes a REIT ETF for local income flavor) and
largely ignore the noise in between.
This is no
longer a niche habit. SGX-listed ETF assets under management hit S$16.3
billion by Q3 2025, up 40% year-on-year, and the SPDR STI ETF (ES3) alone
pulled in roughly S$387 million of net inflows over the year, at a total
expense ratio of just 0.28% a year. CPF and SRS investors have become one of
the biggest forces behind this growth, funneling forced or tax-deferred
savings into the same handful of low-cost, broad-based funds month after month.
Their edge
isn't stock-picking skill; it's a stable income, a long horizon, and the
discipline to automate the decision so emotion never gets a vote. This is the
group financial educators spend the most time trying to grow, because it's the
one strategy that scales to the average person without requiring either luck or
genius: you don't need to correctly call the next hot sector; you just need to
keep buying the whole market and get out of your own way.
3. The Income Seeker:
Living Off Dividends
Then there's
the old-school investor, typically further along in their career or already
retired, who built a portfolio of blue-chip dividend payers (banks, REITs,
telcos) specifically to generate a spendable income stream. For this group,
share price appreciation is almost beside the point; what matters is whether
the dividend cheque covers the month's expenses.
The appeal is
easy to understand: a basket of well-run Singapore REITs is currently yielding
in the 5.5-6%+ range, comfortably ahead of the roughly 3-3.5% yield on
10-year Singapore government bonds, and paid out quarterly or semi-annually
like clockwork. For someone who has already accumulated capital and simply
wants it to pay them a salary, that's a compelling proposition.
It's a
philosophy suited to a low-growth, income-hungry stage of life, though it
carries its own blind spot: chasing yield can concentrate a portfolio in a
handful of rate-sensitive sectors, and a payout that looks safe on a dividend
calendar can still get cut when the underlying business (a hospitality trust in
a downturn, a retail landlord facing an anchor tenant's exit) hits a rough
patch. A high yield is sometimes the market's way of pricing in a risk the
investor hasn't priced in yet.
4. The Ignorant Masses:
Betting Everything on a Single Career
The fourth
group barely considers itself "investing" at all, which is exactly
the problem. This is the mass of Singaporeans who pour their financial energy
entirely into a single career, climbing the corporate ladder, chasing
promotions and bonuses, while treating that income as the only asset that
matters. It feels safe because it's familiar and within their control, but it's
really a concentrated, undiversified bet on one employer, one industry, and
their own continued health and employability, with no hedge if any of those
three falters.
2025 gave this
group an uncomfortable reality check. Singapore recorded 14,490
retrenchments, up from 12,930 in 2024, with the incidence rate climbing to
6.3 per 1,000 employees. PMETs (the professionals, managers, executives and
technicians who make up exactly the "safe career" crowd) were hit
hardest, with a retrenchment rate of 10.1 per 1,000, up from 8.6 the
year before and above pre-recessionary averages, concentrated in financial
services, info-comms and professional services. A retrenchment, an industry
downturn, or a health scare exposes just how little of their financial life was
ever actually diversified, because the career was never a separate asset from
their income; it was the only asset.
Same Spectrum, Different
Blind Spots
These four
types map onto a spectrum of risk awareness, not risk tolerance. The speculator
takes on visible risk in pursuit of outsized reward, and at least knows it:
nobody puts money into a leveraged token thinking it's a sure thing. The
builder and the income seeker each manage risk through a defined strategy
suited to their life stage: accumulate broadly while young, tilt toward income
as retirement nears. The career-only saver, by contrast, carries risk they
don't even recognize as risk, which is precisely why it's the hardest of the
four to fix: you can't diversify away from a danger you don't believe exists.
The healthiest
financial life for most Singaporeans probably borrows a little from the middle
two archetypes: steady, diversified accumulation in the working years via
low-cost ETFs, gradually tilting toward dividend-paying income as retirement
nears, while treating both blind speculation and blind faith in a single
paycheque as two versions of the same mistake: concentrating your entire
financial future in one bet and calling it safe because it's familiar.
Tuesday, August 11, 2026
Happy National Day ! Let's talk about something that stresses you
Of late, the Chinese have been expressing some regret over their system.
Looking at the lenses through which the Gaokao matters, I can now see why the PSLE makes sense to us. Even though we are not (that) corrupt, a tournament gives everyone some kind of a hedge in case corruption rears its ugly head in the future. It's also a powerful way for the government to determine what is rewarded in society in the future.
Wednesday, August 05, 2026
The curious case of Colin Lau's Early Retirement
c) You still need to do a bit to take care of your health
A serious health scare in June 2025 left him hospitalised for 62 days with 15 surgeries and a S$146,000 bill that is covered fully by insurance and subsidised ward class, so he paid nothing out of pocket. I'm actually surprised that he is willing to pay for some kind of insurance plan.
Nevertheless, I think his planning and possible C/B2 class ward stay are the reasons why he's still alive today. I can't help but feel quite sorry for him after looking at this episode.
Of course, this video raises a lot of questions as to whether someone can find a tiny little flat to live in without paying for a home mortgage. I doubt it's possible if you want a remaining lease of 60+ years, but if you are in your 60s and want something with less than 40 years, it might be possible. Also, I suspect the government may allow low-cost rental housing for singles in the future, so it's possible to build a dividend portfolio to pay off the rent for a one-room flat. Whatever it is, Gen Z would need to find a creative solution to replicate the same results.
Finally, there's no way to sugarcoat this, but Colin Lau is making the same mistake as the other ultra-frugal FIRE thought leaders in Singapore, all of whom are frugal single men.
What is he going to do to deal with loneliness when he gets older?
I think charity work is an important component of having a meaningful life, but being frugal to the point of remaining single might mean a lonely existence when you enter your 70s or 80s. There are some things that having a family and children can do for you - if you need to go for an operation, at least your kids (if raised well) will be there for you.
You can Google the number of deaths from loneliness; it kills at three times the rate of heart attacks. And men tend to be even lonelier than women as they get older.
But no FIRE blogger really wants to blog about the endgame when they hit their 70s; they just want to showcase their frugality porn on the web.
Monday, August 03, 2026
How an investor can benefit from the Feynman Technique
So, I've gone even further and given my software chatbot capabilities to answer questions about what I should do with my portfolio. In this example, the AI tells me to ditch ESR REIT for Sabana REIT.
Saturday, July 25, 2026
Catch me on Chills 276: The Smarter Way To Build Wealth While Working Full-Time
Most people trying to get rich faster are optimising the wrong variable. They're looking for a better fund, a better broker, a better entry price — when the portfolio is still too small for any of that to matter. That was the starting point for this week's Chills with TFC episode, where The Financial Coconut put three of us in one conversation: Chris How (semi-retired, retireby50.me), Chris Chong (ex-accountant, 45K-subscriber FIRE channel), and me. One commenter in the video called it "Chris's universe" — accurate, and a reasonable summary of how the hour went.
The core argument won't surprise anyone who's read Growing Your Tree of Prosperity or sat through my $100,000 challenge material: for someone in their 20s or 30s, the return on a small portfolio is noise compared to the return on growing income and controlling spending. Financial independence is a cash-flow engineering problem before it's an investing problem. Salary truncation — fix the lifestyle cost, direct the surplus, invest it on a system — still does more work than any stock pick. That hasn't changed since 2005. It's just less interesting to say than "which counter should I buy."
The more useful part of the discussion was what's aged badly, and why. Not just a list — the reasoning behind each one:
- Crypto hype rewarded timing, not process. Most people who made money were early, not right, and the strategy doesn't survive being repeated.
- Thematic funds chase last quarter's winner into your portfolio at the point it's most expensive, with a fee structure built for the fund house's marketing calendar, not your holding period.
- Job loyalty as a wealth strategy conflates tenure with security. It ignores that the employer's incentives and yours diverge the moment restructuring becomes cheaper than raises.
- Over-reliance on one strategy fails the same way concentrated stock positions fail — it works until the one condition it depends on stops holding, and there's no second system to fall back on.
We also went through robo-advisors, brokers, CPF, and regular savings plans versus the newer dynamic RSPs — and the thread connecting all of them is that every platform has an incentive that isn't automatically yours. A broker earns from turnover. A robo-advisor earns from AUM regardless of your outcome. That's not a reason to avoid them; it's a reason to know what you're being sold before you decide whether it fits.
Which is the real question the episode keeps returning to: not "what gives the highest returns," but "what game am I actually playing, and does this strategy fit my life?" Same question I put to students in the "Are You Investing or Just Collecting Stocks?" sessions — most retail investors can show you a portfolio but not a strategy, and the gap only becomes visible after something breaks.
Disclosure, since it's directly relevant to the RSP discussion: this episode is sponsored by Webull, and part of the conversation covers their Dynamic RSP — reportedly the first of its kind in Singapore. Mechanically, it adjusts contribution size to price: more when prices fall, less when they run up, instead of the fixed monthly amount a standard RSP commits you to. That's a variation on dollar-cost averaging worth understanding on its mechanics, not its marketing. Webull is also running zero-fee US stock and ETF trading — no commissions, no platform fees — separate from the RSP feature and worth checking regardless of which savings plan you use.
Saturday, July 18, 2026
Cry for Govtech if you wish, but you should be crying tears of joy
About a week ago, one of my very skilled first-year students asked me to write a letter of recommendation so she could get an internship at GovTech. I said no.
My student is not just one of the most highly skilled students in my class; she also has a lot of gumption, having personally led her team in hackathons, and is mature beyond her years. So I explained that while GovTech produces some pieces of software that many of us know and love, like Singpass, I told her that to grow in the organisation, she might pick up some bad habits from HQ, like ringfencing her work, backstabbing her colleagues, or stonewalling useful initiatives. I also did not want such a capable student to be hurt when joining an organisation with a different career ladder for scholars and farmers; perhaps her stint in ITE and N-level grades might be held against her. I told her that I would be more than happy to provide a glowing recommendation to a tech firm or a bank, and that she should have the confidence to aim higher in life.
Then, almost like a miracle, the news of GovTech's retrenchment of 93 employees hit, and I was stunned. So I decided to pen my thoughts on this blog.
The first point I wanted to make is that on social media, I've noticed little sympathy for folks affected by the reorganisation. Most private-sector workers and businessmen felt it was the right move, and that removing all the "dead wood" could result in a more dynamic and forward-looking organisation. So if folks are generally positive about this news, I actually believe civil service leaders should be blamed for not doing this sooner. I remember during my time, some of the things I had to do were patently absurd. One presentation I had to make to senior management was explaining what an API was (initially I thought I had to explain what a REST-based API was, but no, it's just an API, you know remote function calls ). My technological skills atrophied so badly that I, somehow, became a subject-matter expert in food catering, the only thing I'm good at, given that none of my procurement papers succeeded.
The second point I wanted to make is just how wonderful the retrenchment package is. It's one month for every year worked up to 25 years, plus an extra 3 months! And too little credit went to AUSBE. AUSBE are the real heroes in this story. When I was there, having come from NTUC-ARU, I volunteered my time with AUSBE because I had learnt to respect non-degree associate staff from my NTUC days, and you will not find another group that so doggedly works for their fellow employees outside office hours. This package is so attractive that I know some folks who left GoveTech lamenting that, had they stayed, they would have been able to FIRE immediately with it.
The third point is that government and statutory boards are winners, not losers, in this restructuring effort. The biggest losers are the vendor organisations like NCS, HCL, DXC or even IBM as the government begins to move work in-house. Work will dry up for these organisations, and believe me, when they start retrenching tech workers, there will be no 25 months or 3 months' extra notice when engineers are asked to leave. There's no AUSBE to negotiate for these guys, and many of them are people I know.
A final story of my days should include a personality we all had to take called Emergenetics. And I vaguely recall that a director had to apologise for the personality test results in the HQ organisation. The reason is that the only kind of personality that can survive in HQ tends to be Green or structured, conscientious types with low openness to new experiences, whereas higher flyers tend to be more yellow or conceptual thinkers or blue, who are analysts. The saddest part of the survey is that folks who "red" or people who have empathy and love interacting with people are noticeably absent in the entire organisation.
This restructuring will bring balance to the organisation, and I'm particularly pleased that the 93 retrenchments are just Phase 1. There are more phases to come, and, if executed well, could mean that no part of the government is safe from obsolescence. If we make our bed with a Tech career, we should never expect an iron rice bowl.
So, I actually come from reading this with a sense of hope and optimism for GovTech.
Next week, I will return to class and tell my student that I stand corrected in recent events, and I am now willing to complete her recommendation letter to Govtech.
Monday, July 13, 2026
Personal Update - Cheating Death and Getting Diarrhoea
Saturday, July 04, 2026
Personal Update - Books I am reading
So one of the effects of being really into using AI to create portfolio management tools and streamlining my work is that I actually think that it's now warranted to pick up new technical skills. But these are not the traditional coding skills that engineers need to do their work. To utilise AI to become a stronger builder, one has to pick up skills in technical architecture, which is too steep a learning curve for me, as I lack the basic foundations to start.
So naturally, I turned to AI to suggest a plan for me based on where I am and where I needed to go as a builder.
And AI pointed to The Pragmatic Programmer by Thomas and Hunt.
This turned out to be an enjoyable, relaxed read, and the advice is so powerful and general that I suspect the skills transfer across domains. After all, a legal contract is just a piece of code in English, ultimately parsed and compiled by a human judge or the counterparties. Simple maxims like "Don't Repeat Yourself" and Orthogonality are useful even in contract drafting or hardware systems design.
Looks like I might have to find an excuse to teach my Data Analytics students this if they aspire to higher education.
( For folk in Law, the equivalent text is Learning the Law by Glanville Williams, which Min Shan recommends every law student read 4 times before embarking on a legal course. I must be so mediocre because I read it only once. There is, sadly, no equivalent in finance; The Intelligent Investor by Benjamin Graham is great but does not come close. )
Of course, that's not the only book that was interesting.
Dungeon Crawler Carl is the flagship offering in the LitRPG genre, and the author likely has years of gaming experience to write a work as absurd and entertaining as this series.
The story is about a guy named Carl and his girlfriend's Persian Cat called Princess Doughnut, going on a dungeon crawl and starring in a reality show watched by almost every alien in the universe.
The most exciting thing about this book is that I was raving about it so much that my 10-year-old son has started reading it.
Parents who read the book will note how violent and vulgar it is, but I'll do anything to get my own to read a book that is just words.
Ok, this summarises the personal updates on my blog. We will get back to regular programming on this blog after this.
Monday, June 29, 2026
Personal Update - The Impermanence of Dreams
In my third personal update, I want to talk about hobbies and some of the dreams I had when I was much younger. I gave it a funny title because I think there is a sense of universality in the idea that the dreams we have when we're younger often don't persist into mature adulthood.
So one dream I had when I was younger was to own a game shop.
But modern games, even RPGs, barely excite me these days. RPGs evolved from wargaming, and gamers in my generation continue to play D&D like a serious game raid with an emphasis on combat tactics and cinematic carnage. But Gen Z plays D&D more like a therapy session, and I suspect my style of gameplay, often involving ambushing NPCs in an outhouse when they are taking a shit or setting random buildings on fire ("DM, how flammable is this building? "), may be considered toxic gameplay. We Gen X D&Ders are often the source of trauma for Gen Z players.
Even modern TCGs have moved away from competitive cut-throat gameplay, as I observe the latest Riftbound decks and have to take some time to figure out the gender of some of the characters in Riftbound TCG.
Another fantasy is retiring in a place like Perth to play RPGs all day with my gaming buddies.
Yes, before I discovered FIRE, Perth was the Valhalla where all the gamers I know go to play D&D for the rest of their lives.
But over time, I've become crankier, so I'm now more selective about who I hang with, and people my age have become a lot more annoying. It might be a side effect of becoming financially independent, but I just don't share fellow Gen Xers' negativity about life, Singapore government policies, or the corporate world. So net-net the Gen X folks around me often drag me down. As such, I very much prefer the blissful optimism of Gen Z, even though I try to avoid talking about pronouns.
So, actually, I thought I'd talk a little bit about D&D because for months I've been contemplating quitting the hobby I've played for the past 42 years.
The scene has changed. It used to be just medieval fantasy, and I can tolerate occasional forays into Wuxia territory, but this generation is really weird. There is some kind of Southeast Asian flavour to the gaming style, but it's purely flavour and doesn't come with mechanics my brain can be trained to understand. It's good to have a cultural identity for our gaming hobby, but it's just not for me. Maybe some gamers are just overcompensating, and the postmodern decolonisation they teach in modern humanities degree programs is finally invading my beloved hobby.
The gaming company has also done a lot to spread ill will. Now the producers of D&D are selling feats and spells piecemeal on their portal, while refusing to let us buy PDF copies of their book.
All this is a sign for me to move on and pass the hobby on to a new generation, except that something very strange has happened to it lately...
For a start, an old friend wanted to try his hand at game-mastering, so I got an experienced friend to form a small group where he DMed for us, and we just functioned as referees to let him gain some experience. There's a lot of theorycrafting, understanding the mechanics and making the game enjoyable and challenging for veteran players. We were happy because we got to play the 2024 ruleset. None of us thought this was even sustainable.
Then my friend got the hang of running games, and now more people in our networks wanted to play with us. So our group grew, and immediately some players even wanted to buy adventures to keep the campaign going.
So without any intervention on my part, I actually managed to be part of a fairly substantial group of Gen X RPGers playing my favourite RPG, without the wokeness, weird Renaissance SEAsian cosplay antics, and pronouns. Instead, I just tell my gaming buddies that in our 50s, we need some kind of system to manage loneliness, as it can kill 3x better than a heart attack, so guys need to just hang out and do stuff together.
I do what I do best in D&D, throwing fireballs, killing things and taking their treasure, all in the name of the greater good.
Saturday, June 27, 2026
Personal Update - Business
Thursday, June 25, 2026
Personal Update - Personal Finances
To understand what my personal finances have been going through, it might be useful to review the series of blog articles I wrote when my portfolio was facing the worst drawdown in March 2020. Thanks to private bankers telling their well-heeled clients to deleverage their REIT portfolios, the stable REITs with strong sponsors actually collapsed, and I saw a 45% drawdown within a matter of weeks.
In those days, I was under tremendous stress and had to deleverage as well, as I might be just inches away from a margin call. Worse, the brokers were not picking up their phones, and I eventually got so mad that I terminated my margin account with DBV Vickers. As a final insult, after not picking up my call for days, their incompetent team even sent me a margin call after I had completely deleveraged from the markets!
This marked the beginning of my stronger relationship with IBKR. When the market recovered a little, I went full leverage again, but after recovering some losses, I pared down the margin portfolio and transferred some funds into my CDP account, putting a large six-digit sum into just DBS, which has flourished to this day.
One of the things I promised myself then was that if the market melted up, I would treat the situation with the same urgency and rebalance my portfolio from custodian to CDP. This kind of dramatic trading that I had to perform in the 2020s is not something a 50-year-old should be engaging in, at least not on that scale.
But it would be a happy problem, if I stopped my leverage, it would mean that I have won.
And finally, after 6 years of anticipation, that moment is finally here.
With the STI above 5,200 and PEs above 16, markets, while not overpriced, have become a ripe moment for another round of voluntary "panic" deleveraging and repositioning into the more stable CDP portfolio.
I have taught 42 batches of ERM classes, and now their portfolios, which I have carefully built from scratch, are gone from my margin account. Sums have transmigrated into my CDP and are allocated to ultra-stable blue-chip stocks in a portfolio designed to generate steady cash flows to cover my family's expenses. I still have a happy tech-stock problem: my gains in tech, even in my CDP, need to be shuffled into an underperforming REIT or a high-yielding bank in Hong Kong, but tech momentum is strong, and companies like UMS are not really tied to the AI boom at the moment.
My custodian account is now almost bare, with just over $20k, no longer leveraged, and its purpose has been transformed into a trading account with three algorithms running simultaneously. A trend-follower ETF strategy, a mean-reverting stock picker, and finally a trend-follower SGX stock picker that scans the stocks with powerful momentum and invests in them tactically. The future of my custodian account is to be run like a high-leverage hedge fund with both long and short positions.
What does this mean for my students who have current portfolios?
Absolutely nothing.
I continue to track these portfolios and celebrate their victories.
I continue to hold the majority of these stocks in my CDP account, currently 66.
In Batch 43, I will add a Python script to the training covering momentum trading in a market that is no longer woefully underpriced.
In the next article, I will talk about the training business.