Derek Sivers

Programmer, writer, avid student of life. I make useful things, and share what I learn.

Articles → Understanding Singapore

This is the first chapter of my new Singapore 2014 book.


When I tell people I live in Singapore, the most common misunderstandings I hear are:

I’m not surprised when people misunderstand Singapore, because it requires a little explanation.

First - some important context:

Singapore is an island so small you can drive around the whole country in two hours.

In 1819, it was set up by the British as a tax-free trading port, instantly attracting business from the entire region. So it’s always had a mix of Malay, Indian, and Chinese people, though the majority are Chinese.

It quickly became an anything-goes town, with opium, prostitution and gambling, run by secret societies. Its nickname was “Sin-Galore”.

In 1963, Singapore became a part of Malaysia. But racial tensions between the Malay and Chinese populations led to ongoing race riots. So in 1965, Singapore was kicked out of Malaysia, making it suddenly (and reluctantly) an independent country.

Since Singapore had no natural resources, no local industry, and was geographically vulnerable, few people believed it would survive.

But being a do-or-die survival situation, the government and people of Singapore got extremely focused, pragmatic, and competitive to do whatever it takes to make this tiny island thrive against the odds.

Their main survival strategy was to focus on making Singapore an ideal place for big business — attracting multinational corporations to set up their Asian headquarters here.

All these historical ingredients are important for the rest of this explanation to make sense.

Why so clean?

Because Singapore is so small, keeping it clean is a manageable job. (You can’t easily clean India or China.)

But really the cleanliness is marketing. What better way to prove to multinational corporations that Singapore is a stable, trustable, and efficient place to set up your headquarters? It’s no coincidence that the highway leading from the airport to downtown has the most perfectly manicured landscape. First impressions matter to visiting CEOs.

It’s why the country’s leaders all wear white. It’s a show of incorruptibility — a metaphor for being orderly and transparent with attention to detail. Getting to know Singapore’s government is like looking under the hood of a Ferrari. It’s incredibly well-designed and well-run.

Singapore is always selling itself to the world. The chairman of the government’s Economic Development Board told his colleagues, “We are in the hospitality business.” The government works hard to stay competitive on every international measure. Any time there are international rankings comparing countries, you’ll find Singapore near the top of the list. Except for free speech, but I’ll cover that next.

Lastly: why no chewing gum? Purely pragmatic. It was gumming up the subway system, causing delays, and was too hard to clean off surfaces, so the sale of it was banned. Keeping the country clean and running smoothly was more important.

So that’s why Singapore has an international reputation for being so clean. It’s brilliant marketing — visual proof of the order and cleanliness you can expect if you set up your business or banking here.

Why so strict?

Three reasons: transformation, size, and marketing.

First: transformation. To quickly turn Singapore from “Sin-Galore” to being the Switzerland of Asia would require great strategy and strict, uncompromising execution of that strategy. We’re used to seeing this in corporations, like Jack Welch at GE or Steve Jobs returning to Apple, but it’s surprising to see it carried out successfully in a government. (Many say Singapore is more like a corporation than a country.)

And it worked! In one generation, Singapore went through the most dramatic increase in the standard of living that the world has ever seen. In one generation, this tiny dot went from being broke to being one of the richest countries in the world, without any natural resources, purely by strict execution of a great strategy.

Its lack of corruption was an important ingredient in its success. In a region where political corruption is rampant, Singapore is the only country that severely punishes corruption. It regularly ranks in the top 5 least corrupt countries in the world.

Next: size. Singapore’s UN representative once said, “America is like an aircraft carrier. If you jump up and down, it’s not going to shake. Singapore is like a canoe. If you jump up and down, it will sink. If you lose stability in Singapore, you lose everything.”

Lastly: marketing. When an American teenager vandalized 18 cars in Singapore, he was sentenced to jail and caning. This turned into an international incident, with Bill Clinton asking Singapore not to prosecute him. But as a government official said, “It was a way of demonstrating that Singapore was prepared to stand up against the mighty America.”

To me, that’s brilliant marketing. A memorable way for a country to prove to the world that they obey the rule of law, without exception, and don’t waive the laws for special requests from powerful people. I think this kind of approach makes corporate leaders more likely to do their business and banking in Singapore.

All that said, you could argue that Singapore is not so strict — less strict than Switzerland or California — because it’s a laissez-faire “do what you want” approach where life and business are not regulated for most of us in the middle. Only the behavior that clearly hurts others or society is punished. Everyone else gets to live in an incredibly safe, crime-and-corruption-free place.

So very pragmatic

The common thread behind everything here is pragmatism. The country’s leadership consistently makes rational choices to improve the strength and profitability of Singapore. It’s pragmatic, not dogmatic. It’s not that the leaders of Singapore hate chewing gum or are neat freaks. These were just rational decisions to do what was best for the country at that time. The prime minister has a degree in Computer Science, as does the deputy prime minister. This is a country run by engineers and economists.

So it’s important to know that these things are changing fast. The government is constantly but conservatively re-assessing its stance on everything, to keep up with the times. The last few years have seen a huge move towards more democracy and free speech, with the theater and arts scene blossoming because of it.

Singapore’s #1 enemy is complacency. Now that Singapore is one of the most successful countries in the world, the top priority is to keep that competitive edge. This “keep on your toes” message is constantly communicated at all levels — a reminder to never assume that things will stay this good. Keep pushing. Stay on top. Don’t let your guard down. Always be competitive.

Singapore was founded on the ideals of the Age of Enlightenment — the age of reason and rationality — and its founder built those lofty ideals into its blueprint. So to understand Singapore, you need to understand that it’s always been designed top-down, from the beginning, to realize these rational ideals.


Singapore 2014” is one of 16 books about moving to and doing business in 16 countries in Asia: Cambodia, China, Hong Kong, India, Indonesia, Japan, Korea, Malaysia, Mongolia, Myanmar, Philippines, Singapore, Sri Lanka, Taiwan, Thailand, and Vietnam. They’re all ebooks for under $10 each, sold at LeanPub, Amazon, and Apple iBooks.