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I Used AI to Model My 2 Kid's Portfolio : Here's What I Learned

A father's attempt to turn baby bonus cash and ang bao money into a real investing plan, with a little help from AI. When my sons were born, like most Singaporean parents, I got a pile of well-meaning cash: the Baby Bonus, and stacks of ang bao from grandparents and relatives. The usual advice is "put it in a savings account" or "buy some insurance plan." I wanted to do something different, I wanted to actually invest it, and watch it grow alongside them. The problem was, I had no idea what the numbers would actually look like 10, even 20 years down the road. So I decided to try something: I asked Claude (an AI assistant) to help me model it out, year by year, using real STI ETF data. Here's what happened. Setting the Rules Before any modelling, I needed to lay out my actual plan in plain terms: Baby Bonus : I estimated I'd be able to invest about $1,600 a year until the elder son turns 6.5, then $800 a year until younger son turns 6.5 — roughl...

My 20-Year Investment Plan for My Two Sons

For a little background, I've never touched my sons' Baby Bonus cash gifts or their ang bao money. Instead, I've invested everything for their future. In the beginning, I kept things very conservative by putting the money into T-bills and bonds. Looking back, I think I was being a little too cautious. While those are safe instruments, my sons have an investment horizon of well over a decade, so taking on more equity exposure makes sense. Many people would immediately choose the S&P 500, and I agree it's an excellent long-term investment. However, after weighing the pros and cons, I believe that, as a Singaporean, investing in the STI ETF is a sensible choice for my children's core portfolio. The S&P 500 has historically delivered stronger returns, but investing in companies listed in our home market and denominated in Singapore dollars gives me greater peace of mind. These are businesses I'm more familiar with, and there's no currency risk to worry a...

Why I Bought SpaceX (And Why I Don't Care What It's Worth Tomorrow)

I recently bought shares of SpaceX, and interestingly, the first question almost everyone asks isn't why I bought it, but whether I bought it at too high a valuation. My answer is always the same: I genuinely don't care what the market thinks the company is worth today. This wasn't a purchase driven by the hope of making a quick profit, nor was it based on trying to predict where the valuation will be in the next year or two. It was made with a much longer horizon in mind. I'm fully aware that SpaceX is already one of the most valuable private companies in the world. In fact, for my investment to grow tenfold from here, it would likely require SpaceX to become more valuable than any company has ever been. That sounds almost unbelievable, and statistically, it is an incredibly high hurdle. But investing in truly exceptional businesses has never been about betting on what is most probable. It has always been about identifying what is possible. The world's biggest winn...

Covered Call / Cash Covered Put vs Dividends : I Chose Growth (For Now)

Is selling covered puts/calls better than earning dividends? It depends, mainly on your goals and how much effort you’re willing to put in. If I had continued my dividend investing journey, the path would have been straightforward. Buy REITs and blue chips, hold them long term, and let the dividends compound over time. The problem? Growth is slow. After running my own calculations and simulations, I realised it would take a very long time to reach the level of income I’m aiming for. So I changed my approach. In the past, I made a mistake, selling long-dated covered calls and treating them like dividends. It felt passive, but it wasn’t efficient. Now, I focus only on short-term (weekly) covered puts and calls. The difference is significant. For example, with around $30,000 USD deployed in cash-secured puts, I’m generating roughly $300 USD per week on average. If I can sustain that over a full year (52 weeks), that’s about $15,000 USD, effectively a 50% return on capital. Of course, this...

Passive Income? Not Really, Here’s the Truth

Let’s be honest, I wouldn’t call what I have “passive income.” It still requires active decisions and management. Since the start of the year, I’ve been properly tracking my returns. One big move I made was selling off all my REITs, keeping only OCBC, and redirecting most of my capital into my IBKR account. Right now, my portfolio is very concentrated. I’m mainly holding NVIDIA and SEA Ltd. The problem?  They don’t generate much in terms of passive income. So where is my “income” coming from? Options. Specifically, I’ve been selling cash-secured put options on SEA Ltd. My strategy is simple, I sell puts at strike prices that are unlikely to be hit, but levels I’m comfortable owning the stock if it does. Because of the capital freed up from selling my REITs, I’m able to sell about 4 to 6 contracts per week. This generates roughly $300 to $500 USD weekly. That alone is enough to cover my expenses. But instead of withdrawing it, I let everything compound within the account. When oppor...

Busy, Tired, but Still Showing Up

I went missing for almost three months. So what happened? Well… life happened. I’ve been caught up in the everyday grind: kids, office work, and a side hustle. It feels like there’s barely any space to breathe, let alone sit down and write. But despite all that chaos, something good came out of it. Since the start of the year, I’ve lost 8kg. Now, 8kg over six months might not sound impressive to some people. But for me, it’s a big deal. It means progress. It means consistency. More importantly, it’s given me momentum. I now have a clear goal: lose 15kg in total by 31 December 2026. And this time, I’m going all in. So how did I do it, despite having such a packed schedule? Simple answer: I stopped making excuses. My day starts at 6:30am. I get the kids ready and drop them off at childcare before heading straight to work. After work, I pick them up, settle dinner, and get them ready for bed. By the time everything is done, it’s already around 9pm. Most people would call it a day by then....

Can Singapore Reverse Its TFR? A Financial Reality Check (And What It Means For Families Like Mine)

Singapore recently recorded a historic low total fertility rate (TFR) of 0.87 in 2025 , meaning that, on average, less than one child is being born per woman. The government has repeatedly emphasized that money alone won’t reverse this trend , pointing instead to societal, lifestyle, and work-related factors. But as a father of two, I have to say, I  disagree . From my perspective, financial support is not just helpful, it’s key . Raising children in Singapore is expensive, and even motivated couples hesitate when the numbers don’t add up. Why Money Matters to Families Like Mine Raising children isn’t just about love and time, it’s about balancing real financial responsibilities: Housing – Families often need larger flats or resale HDB units to accommodate children comfortably. Education & Childcare – Preschool, enrichment programs, and tuition fees can quickly run into tens of thousands per child. Daily Costs & Healthcare – Even routine expenses add up, especi...