Learning Investment With Jason Cai

16/08/2026

This is the story of a 30-year-old Singaporean who earns S$100,000 in passive income from property every single month (not per year!). In his interview with CNA's Money Talks, Christian Oh shared how a family financial crisis at 19 inspired his journey, how early setbacks, including a failed first property purchase and a 6-figure stock loss, shaped his approach, and how he eventually built a 9-property portfolio.

Read the full breakdown of his strategies and risk-management framework here:

Imagine generating S$100,000 every single month in passive rental income before turning 30. For Christian Oh, Co-founder of JNA Real Estate, this isn’t a clickbait headline—it’s his rea…

15/08/2026

If you are considering deferring your CPF Life payout from 65 to 70 years old for that higher monthly payout, do note that you need 14.3 years to catch up on the total withdrawal amount as compared to when you withdraw at 65. That means you will be 84.3 years old by the time you reach breakeven point.

Many of us may be aware that if we delay out CPF Life payout from 65 to 70, we enjoy a greater payout amount (35% more) when we withdraw at 70. This is due to more interest earned on the principal …

12/08/2026

SG Bank stocks are at their All-Time-High (ATH) price now, should you still continue to buy? If you own bank stocks, should you sell to take profit? Here is some info that may useful to help you make a more informed decision.

If you’ve been checking your SGX portfolio recently, you’d know our local bank trio—DBS, OCBC, and UOB—have been absolutely flying. DBS alone hit around $76, which is uncharted territory. Naturally…

10/08/2026

My plan to retire at 55 started the moment I collected my first paycheck. Now at 44 and almost 20 years of working, I am in my last stretch of full-time working life.

Therefore, I need to have a plan so that I do not self-sabotage.

Here's how I intend to support my expenses when I officially call it quits and live like an early retiree.

My own definition of FIRE (Financial Independence Retire Early) was to retire by the age of 55. I had never planned to work till 65 and beyond, like my parents. So, to me, 55 is sweet spot, because…

07/08/2026

If you keen to start a side hustle with Shopee Affiliate Marketing, this is a step-by-step guide which includes how to sign up, how to generate links, where to post and how to craft a post.
So far, Shopee affiliate marketing is a very flexible side hustle that does not require any capital commitment, and you can do it on the go with your smartphone or at home when you have pockets of time during your rest time.
https://learninginvestmentwithjasoncai.com/2026/06/28/the-ultimate-step-by-step-guide-to-shopee-affiliate-marketing/

27/05/2026

Beyond the GPU: Mapping the Next Trillion-Dollar AI Bottlenecks

The great chip shortage is easing, but the AI revolution is about to hit a massive wall. If you’re still only looking at hardware manufacturers, you’re missing the next major wave of the "Picks and Shovels" play. Here is where the real bottlenecks—and investment opportunities—are shifting. The Next AI BottleNeck When the AI boom kicked off, the playbook was simple: find the companies making the silicon and ride the wave....

The great chip shortage is easing, but the AI revolution is about to hit a massive wall. If you’re still only looking at hardware manufacturers, you’re missing the next major wave of the “Pic…

24/05/2026

How Much Do You Really Need to Retire in Singapore? (The Real Math and Numbers)

​If you’ve spent any time reading local financial headlines or scrolling through online forums, you’ve probably seen some terrifying retirement numbers thrown around. “You need $3 million to retire!” “No, make it $5 million!” “At this rate, we’ll need $10 million just to survive!” When you plug these numbers into a generic online retirement calculator, it's easy to panic. But the biggest mistake most people make in their 40s isn't that they haven't saved enough—it's that they’ve been optimizing toward the…...

​If you’ve spent any time reading local financial headlines or scrolling through online forums, you’ve probably seen some terrifying retirement numbers thrown around. “You need $3 million to retire…

15/05/2026

The Sleeping Giant Awakens: Why Sea Limited (SE) is Dominating 2026? Is It A Buy Now?

If you’ve been following the tech markets recently, one name is consistently making waves: Sea Limited ($SE). After a couple of years spent tightening their belts and focusing on "efficiency," the Southeast Asian titan has shifted back into high gear. But this time, it’s different. They aren't just burning cash for growth—they are minting it. Let’s dive into why Sea Ltd is currently one of the most exciting stories in tech and whether it deserves a spot in your portfolio....

If you’ve been following the tech markets recently, one name is consistently making waves: Sea Limited ($SE). After a couple of years spent tightening their belts and focusing on “efficiency,…

14/05/2026

The “Rubber Band” Effect: Why Amazon Could Be the Stock Opportunity of the Decade

In the world of investing, we often search for the next "hidden gem" or high-growth startup. But what if one of the greatest opportunities in the current market is hiding in plain sight? According to financial analyst Tom Nash, that’s exactly the case with Amazon (AMZN). In his latest analysis, Nash argues that Amazon is currently primed for a massive "rubber band" effect—a situation where a company’s business fundamentals have far outpaced its stock price, leading to an inevitable and potentially violent upward correction....

In the world of investing, we often search for the next “hidden gem” or high-growth startup. But what if one of the greatest opportunities in the current market is hiding in plain sight…