When I first learnt about covered calls, collecting extra options premium on shares I already owned sounded straightforward. But PLTR taught me the part that’s much harder to appreciate until it actually happens. The stock can shoot far above your strike. When I sell a covered call, I’m co

One thing I’ve learnt from selling options: I don’t need to squeeze every last dollar out of a winning trade. For this HOOD options trade, I had already captured around 89% of the maximum profit. At that point, I had a choice: Take the 89% profit and close the option early. Or keep t

The first options trade of my US$10,000 Portfolio Journey is officially in. I sold a cash-secured put on Robinhood (HOOD): 📈 Stock: HOOD 💰 Strike: US$85 📊 Delta: 0.28 📅 DTE: 32 days 💵 Premium collected: US$454 But the US$454 wasn’t the reason I chose the trade. The stock came first.

I used to own Singapore stocks years ago. Then I sold them. At the time, I looked at the potential growth from US stocks and thought: Why leave my money here when I could potentially grow it faster elsewhere? So for a period, I focused much more heavily on the US market. But by 2025,

When I first started selling cash-secured puts, I naturally focused on one thing: The premium. If one cash-secured put paid $100 and another paid $500, the $500 premium immediately looked more attractive. Why wouldn’t it? As a beginner learning options selling, I thought a higher premiu

When I first learnt options, this confused me. If I’m bullish on a stock… Why can I buy a call OR sell a put? Aren’t they completely different trades? Technically, both can express a bullish view. But the way you make money, the risks you take and what you need the stock to do can be ve

One of the biggest mindset shifts I’ve had as an investor is this: I don’t just think about what I invest in. I also think about whether my cash is working as efficiently as it can. When I’m waiting for the right Cash Secured Put, I don’t force a trade just because I have cash sitting arou

One question I get asked quite often is: “If you only had US$10,000 today, how would you invest it?” Instead of just giving my opinion, I decided to put my own money behind it. I’m starting a real US$10,000 portfolio and documenting the entire journey. Why US$10,000? Because I think

When I first started options selling, I thought there was only one goal: Sell the option. Wait until expiry. Collect the full premium. Simple… right? Not always. One of the biggest lessons I’ve learnt is that having an exit plan is just as important as having an entry plan. Som

One of my favourite investments has nothing to do with the stock market. Baby 🦖 has officially discovered wagyu. She’s always been a little meat lover, but this time she kept asking for more. The biggest confirmation? A big thumbs up while eating. 👍🏻😂 As a family, we love beef, so af

When I first started learning about options selling, I thought a 0.20 delta meant there was only a 20% chance of losing money. Turns out, I was looking at delta the wrong way. Over time, I tried to find a simpler way to think about it. Eventually, I realised it felt a lot like a weather fo

As I shared in my earlier post, COVID gave me something I didn’t expect: Time to slow down and reflect. A few years into my career, life suddenly became much quieter. Less travelling. Less socialising. More time at home. And more time to think. One question kept coming back to

🚗 If you understood my earlier toy car examples on Cash Secured Puts and Covered Calls, you’ve already understood most of the Wheel Strategy. The Wheel Strategy sounds complicated. But here’s how I think about it: 🚗 Get paid while waiting to buy. 🚗 Get paid while waiting to sell. 🔄 R

I want more income. But I don’t want another job. That was one of the biggest reasons I started taking options selling more seriously. As a full-time working dad, I want to provide more for my family. But I also know time is limited. After work, there is family. There is my daught

In my previous post, I explained Cash Secured Puts using the toy car analogy. That post was about getting paid while waiting to buy a toy car at a price you like. Covered Calls are the opposite side of the same coin. This time, imagine you already own the toy car at the cost of $95. You

When I first started learning options, Cash Secured Puts sounded far more complicated than they actually are. There were terms like: • Strike Price • Premium • Assignment • Expiry Date And honestly, it felt overwhelming. Then I started thinking about it differently. Imagine there’

My wife actually wanted me to start investing years earlier. I didn't listen. Not because I was afraid of investing. Not because I didn't have money. I simply didn't think it mattered. Back then, my thinking was: "Why bother earning a few hundred dollars from inves