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Lessons from 20 years of investing
By The Smart Investor  •  October 4, 2025
By the end of this year, I’ll have been investing in the stock market for 21 years – and the journey is still going strong. It’s been an incredible ride, filled with both highs and lows. Along the way, I’ve learned not only about investing, but also a great deal about myself. Investing, after all, is a marathon, not a sprint. The moment you put your first dollar into the market, you begin a long-term journey of learning, growth, and wealth-building. Think of it like building a wall – laying one brick at a time. Each smart decision becomes part of the foundation for something greater. With consistency and patience, you can construct the retirement nest egg you envision while generating a steady stream of passive income. Over the past two decades, I’ve picked up some valuable lessons. I hope sharing them will help you on your own investment journey.

Measure your performance in decades

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By The Smart Investor
The Smart Investor is co-founded by David Kuo, Joanna Sng, and Chin Hui Leong. The company was formed in late 2019 from the ashes of the Motley Fool Singapore. The Smart Investor believes that everybody can learn how to invest, smartly. We aim to educate people on how to invest smartly by providing investing education, stock commentary and market coverage for Singapore and around the world.
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