WEBVTT

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Welcome back to the Deep Dive. Today, we are

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not just looking at a biography. We're really

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dissecting a miracle. Or maybe, depending on

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how you look at it, a very calculated, very disciplined,

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and yeah, occasionally ruthless machine. We're

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looking at a man who stood on... I mean, a swampy,

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malaria infested island with absolutely zero

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natural resources. Nothing. We're talking not

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even enough fresh water to keep the population

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alive. And he just decides he's going to force

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it to become a first world metropolis. It's a

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story that sort of defies the standard laws of

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post -colonial physics. I mean, if you run the

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simulation of the 20th century 100 times, Singapore

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fails in 99 of them. Right. Usually the story

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goes something like this. charismatic revolutionary

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wins in attendance, the crowds cheer, the flag

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goes up, and then the country just slowly slides

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into corruption or civil war or, you know, economic

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irrelevance. The classic winning the war but

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losing the peace scenario. Exactly. But this

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story is the inverse of that. It involves a man

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who didn't even want independence. He actually

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fought tooth and nail against it. Yeah, that's

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the crazy part. But when it was thrust upon him,

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he built one of the most hyper -efficient...

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wealthy and controversial nation states in history.

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We are, of course, talking about the founding

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father of modern Singapore, Lee Kuan Yew. And

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the stack of sources we have for this deep dive

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is, well, it's honestly a little intimidating.

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We've got biographical dossiers, declassified

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intelligence documents, transcripts of radio

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speeches, even some very recent government gazettes

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from just last month, December 2025. It is a

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massive topic. But to really understand Lee Kuan

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Yew, you can't start with the gleaming skyline

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or the crazy rich Asians aesthetic we see today.

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You have to start with a moment of absolute trauma.

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The weeping. The weeping. If you go to YouTube

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right now and you search his name, I guarantee

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the first clip you'll see is from August. August

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9th, 1965. It's a press conference. He's 41 years

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old. Yeah, just 41. He's wearing that simple

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open collared white shirt. And he just he breaks

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down. He can't speak. He's physically wiping

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away tears on national television. And we need

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to be very, very clear for anyone watching that

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clip. These are not tears of joy. This isn't

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a we did it moment of triumph. No. He calls it

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a moment of anguish. He struggles to get the

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words out. But he says, for me, it is a moment

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of anguish because all my life. I believed in

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Malaysian merger and the unity of these two territories.

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He just announced that Singapore was being kicked

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out of the Federation of Malaysia. Kicked out?

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In his mind, he had failed. He thought Singapore

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was a dead man walking. And that is the hook.

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Everything that Singapore is today, the financial

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hub, the obsessive safety, the, you know, the

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clean streets, the obsession with reserves, it's

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all a direct overcompensation for that specific

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moment of vulnerability. Wow. The entire national

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psyche was forged in the trauma of that rejection.

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Lee Kuan Yew spent the rest of his life completely

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obsessed with one word, survival. So our mission

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today is to reverse engineer that survival. How

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do you go from weeping on national TV, believing

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your country is totally doomed, to becoming this

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global sage who advised U .S. presidents from

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Nixon to Obama and Chinese leaders from Deng

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Xiaoping to Xi Jinping? It's an incredible arc.

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We're going to look at the man, the methods,

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which were often incredibly harsh, and of course

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the legacy. And to do that, we have to rewind

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the clock way back before he was the father of

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Singapore and long before he was the scary authoritarian

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figure. He was just Harry. Harry Lee. That name

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alone tells you so much about his starting point,

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doesn't it? He was born in 1923, a third generation

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Peronican Chinese. Now, we see that term Peronican

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a lot in the notes. Let's unpack that because

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it explains his initial disconnect with the people

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he later led. It's a crucial distinction. Peronkin

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means straights born. His family had been in

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the region for a long time. They were deeply,

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deeply acculturated to the British Empire. So

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not like the new immigrants from China. Not at

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all. They didn't speak Mandarin at home. They

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spoke English, Malay, and a dialect called Baba

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Malay. They wore Western clothes. They, you know,

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they played cricket. His grandfather, Lee Hoon

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Leong, was the one who gave him the name Harry.

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He worked as a purser on British steamships.

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and was a huge admirer of the British establishment.

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He wanted his grandson to be basically an English

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gentleman. Right. So Lee Kuan Yew was what they

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called an Anglophile. He grew up singing God

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Save the King. And in fact, and this usually

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blows people's minds, he didn't learn to speak

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Chinese until he was 32 years old. 32. That just

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seems like a massive political handicap if you're

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trying to lead a population that is majority

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Chinese immigrant. Oh, it was a huge liability.

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When he eventually entered politics, his opponents

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mocked him constantly. They called him a banana

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yellow on the outside, white on the inside. Because

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he wasn't one of them. Exactly. He had to work

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incredibly hard later in life to master Mandarin

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and Hokkien just so he could talk to the rickshaw

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pullers and the port workers without a translator.

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It wasn't natural talent. It was just a calculated

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necessity to survive politically. And what about

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the family dynamic? It sounds like his childhood

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wasn't exactly a bed of roses. His father, Lee

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Chin -kun, he worked for Shell. but had a serious

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gambling addiction. Yeah, he was a classic case

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of the charming but destructive father. He had

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a nasty temper, often violent, and he just blew

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the family's money on the tables, very distant.

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But his mother, Chua Jimneo, she was the steel

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in the family. She was the one who stood up to

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the father, managed the finances, and really

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kept the family afloat. Lee later credited her

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for his resilience. He saw a very clear lesson

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right there at the dinner table. If you want

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things to run correctly, you have to be disciplined

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because chaos, like his father's gambling, it

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just destroys everything. That desire for order

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over chaos. That is the through line of his entire

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political philosophy. He never, ever trusted

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that things would just work out. He believed

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you had to make them work out. But if his mother

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gave him the resilience, then World War II gave

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him the worldview. I mean, we cannot overstate

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how important the Japanese occupation of Singapore

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was to making Lee Kuan Yew who he became. This

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is the crucible. No question. It's 1942. The

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British, who were supposed to be these invincible

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masters, the protectors of the realm, they surrendered

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Singapore to the Japanese Imperial Army in just

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70 days. 70 days. Lee called it 70 days of surprises,

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upsets, and stupidities. You have to imagine

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the psychological shock of that. The locals looked

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up to the British. They were the superior white

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man in the whole colonial hierarchy. And then

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they just collapsed. They couldn't fight. They

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couldn't protect the civilians. It just shattered

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the myth. Completely. Lee realized right then

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and there that the British had... And that's

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the seed of independence. Yes, but it wasn't

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born from high -minded liberal idealism. It was

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born from pure anger at incompetence. And he

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almost didn't survive to do anything about it.

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There's this story about the Suk Ching Massacre

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that, I mean, it still gives me chills. This

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is a legitimate sliding doors moment for the

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entire 20th century. It really is. The Japanese

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military police, the Kempeitai, they were rounding

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up Chinese men to screen them for anti -Japanese

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sentiment. It was arbitrary. It was brutal. And

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they were looking for anyone with influence.

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Right. Volunteers, civil servants, teachers.

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So Li went to the screening center at Jalon Bazaar.

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He stood in line. And as he's standing there,

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he just senses. Something is wrong. He sees the

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men being herded onto these trucks. Survival

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instincts kicked in. I mean, they must have been

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screaming at him. He knew he should not get on

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those trucks. So he walked up to the Japanese

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guards and used a very mundane bureaucratic excuse.

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He said, I've left my clothes behind. Can I go

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home and get them? And the guard just let him

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go. The guard just waved him off. Lee went home,

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hid in his room, didn't come out for days. The

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group he was standing with, the men who got on

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those trucks, they were driven to the beach at

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Chongi and machine gunned. he survived by a hair's

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breadth that is just terrifying and then talk

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about pragmatism he spends the rest of the war

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working for the japanese this is what separates

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lee from your typical romantic revolutionary

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right no he didn't run into the jungle to fight

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a guerrilla war no He learned Japanese. He got

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a job in their propaganda department, the hujibu,

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because he was translating allied radio intercepts.

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He wanted to know what was really happening in

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the war. He wanted information. He also ran a

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black market business making glue called stick

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fuss. Yes, stick fuss. Because the Japanese war

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economy was so bad, there was no glue. So Lee,

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the future statesman, is in his kitchen boiling

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tapioca to make adhesive. He was a hustler. A

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total hustler. But that period taught him that

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power is raw. It's not about constitutions or

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rights. It's about who has the gun and who has

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the food. He saw the brutality of the Japanese,

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especially the Kempeitai, but he also weirdly

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respected their discipline. He internalized that

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ruthlessness. So the war ends, the British return,

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and Lee goes off to the UK. He crushes it at

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Cambridge Double First Class Honors. The star

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student. But he returns to Singapore in 1950,

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not as a loyal subject, but as a man with a plan.

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He becomes a lawyer. But he doesn't join some

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fancy firm to make millions. No, he starts representing

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the trade unions and the postal workers. Which

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is just a... brilliant pivot. Here's this Cambridge

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educated elite wearing a suit, but he's fighting

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for the guys in the sweaty singlets. He was building

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a power base. That's what it was. He was bridging

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the gap between his English educated circle,

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the bourgeoisie, and the Chinese speaking working

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class who actually had the numbers. And this

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leads directly to the formation of the PAP, the

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People's Action Party, in the basement of his

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house in 1954. And this brings us to what you

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could call the marriage of convenience. Because

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the PIP wasn't just Harry Lee and his moderate

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friends, was it? No, not at all. This is the

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part that gets scrubbed from some of the simpler

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history books. Lee Kuan Yew knew he couldn't

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win the masses alone. He couldn't speak to them

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effectively yet. So he allied with the pro -communists,

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led by this incredibly charismatic young firebrand

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named Lin Shin Strong. So you have the bourgeoisie

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lawyers on one side and the hard left trade unionists

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on the other. That just seems like a recipe for

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disaster. They hated each other ideologically.

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Lee called it riding the tiger. He knew the communists

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wanted to use him as a respectable front man

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to avoid getting arrested by the British, and

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he wanted to use their street cred to get votes.

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Both sides thought they could outsmart the other

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in the end. Exactly. It was a high -stakes game

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of political chicken. Spoiler alert. Lee won.

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In 1959, the PAP wins a landslide election. Singapore

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becomes self -governing and Lee Kuan Yew becomes

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the first prime minister. And immediately that

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Puritan Street comes out. Oh, instantly. He launches

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what he called the anti -yellow culture drive.

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Yellow culture was his term for anything decadent,

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Western or morally loose. I love the list of

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things he went after. He banned jukeboxes. Jukeboxing.

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You raided places selling pornography. He cracked

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down on long hair on men. Literally, if you had

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long hair, you were served last at government

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offices. It sounds kind of funny now, but the

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message was deadly serious. The party is over.

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We have a country to build. He banned jukeboxes

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because he thought they encouraged idling, loafing

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around. He wanted a population that was working,

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studying, or sleeping. That's it. He even introduced

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air conditioning to government offices, but not

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for comfort, for efficiency. And then he slashed

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civil service salaries to balance the budget.

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He was signaling that leadership was about sacrifice.

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But look, the biggest issue on his mind wasn't

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jukeboxes. It was the existential question. We

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need to remind you, Singapore in 1959 was not

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viewed as a viable country. Not by anyone. It

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was a port city with no hinterland. It imported

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its water, its food, its construction material,

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everything. Lee believed, quite logically, that

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an independent Singapore was a complete absurdity.

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It was like imagining New York City trying to

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be a country without the rest of the United States.

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It had to be part of the larger Malayan Federation.

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So his entire political platform was merger.

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We must join Malaya. And this brings us to the

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battle for merger. This wasn't just backroom

00:12:27.190 --> 00:12:30.049
deals. He took his case directly to the people.

00:12:30.210 --> 00:12:33.370
He gave 12 radio speeches. These are legendary

00:12:33.370 --> 00:12:36.539
in Singaporean history. He explained in agonizing

00:12:36.539 --> 00:12:39.019
detail why the communists were wrong and why

00:12:39.019 --> 00:12:41.720
merger was the only path. He spoke directly to

00:12:41.720 --> 00:12:44.320
the people in multiple languages, bypassing the

00:12:44.320 --> 00:12:46.820
left -wing press. It was a masterclass in political

00:12:46.820 --> 00:12:48.940
communication. But he didn't just use words.

00:12:48.960 --> 00:12:51.179
He used the knuckle duster, as he would say.

00:12:51.259 --> 00:12:52.980
We have to talk about Operation Cold Storm in

00:12:52.980 --> 00:12:56.299
1963. Yes. This is where the authoritarian label

00:12:56.299 --> 00:12:59.330
really begins to stick. By 1963, that marriage

00:12:59.330 --> 00:13:01.629
of convenience with the communists had totally

00:13:01.629 --> 00:13:04.269
collapsed. They broke away to form the Barristan

00:13:04.269 --> 00:13:07.049
Socialist Party. And they were strong. Very strong.

00:13:07.090 --> 00:13:08.750
They could have won the next election. So what

00:13:08.750 --> 00:13:11.649
does Lee do? He arrests them. February 1963.

00:13:12.169 --> 00:13:16.649
A massive dragnet. Over 100 arrests. left -wing

00:13:16.649 --> 00:13:19.210
activists, opposition leaders, newspaper editors,

00:13:19.450 --> 00:13:22.370
and his old ally, Lim Chin -siang. They were

00:13:22.370 --> 00:13:24.250
all detained without trial under the preservation

00:13:24.250 --> 00:13:27.269
of public security ordinance. Now, Lee's official

00:13:27.269 --> 00:13:30.809
line was that he was reluctant to do it, that

00:13:30.809 --> 00:13:32.730
the British and the Malayans forced his hand

00:13:32.730 --> 00:13:35.429
to ensure security before the merger could happen.

00:13:35.529 --> 00:13:37.509
That's the official narrative, but declassified

00:13:37.509 --> 00:13:40.269
documents. Well, they suggest Lee was actually

00:13:40.269 --> 00:13:42.669
quite enthusiastic. He needed to clear the board.

00:13:42.809 --> 00:13:45.070
He decapitated the opposition leadership right

00:13:45.070 --> 00:13:47.230
before the election. So whether they were a violent

00:13:47.230 --> 00:13:49.250
threat or just a political threat is still debated.

00:13:49.429 --> 00:13:52.409
It is. But the result was clear. The PAP won

00:13:52.409 --> 00:13:55.149
and the left was crushed. So the board is cleared.

00:13:55.470 --> 00:13:59.029
Merger happens. Malaysia is formed in 1963. Mission

00:13:59.029 --> 00:14:01.350
accomplished. For about two years. It was a disaster

00:14:01.350 --> 00:14:04.149
from day one. A total clash of ideologies that

00:14:04.149 --> 00:14:06.549
just couldn't be reconciled. Lee Kuan Yew wanted

00:14:06.549 --> 00:14:09.330
a Malaysian Malaysia. Which sounds nice and inclusive,

00:14:09.529 --> 00:14:11.850
but it was political dynamite in that context.

00:14:12.149 --> 00:14:15.309
He meant a meritocracy where race didn't determine

00:14:15.309 --> 00:14:18.029
your political standing. But the federal government

00:14:18.029 --> 00:14:21.799
in Kuala Lumpur, led by the UMNO party, wanted

00:14:21.799 --> 00:14:24.799
a Malaysia where Malay political supremacy was

00:14:24.799 --> 00:14:27.440
enshrined in the system. They saw Lee's call

00:14:27.440 --> 00:14:30.379
for equality as a direct challenge. A challenge

00:14:30.379 --> 00:14:33.480
to their special constitutional rights. Tensions

00:14:33.480 --> 00:14:36.679
escalated fast. You had the 1964 race riots in

00:14:36.679 --> 00:14:39.659
Singapore. People died. It was incredibly ugly.

00:14:39.899 --> 00:14:42.159
And then came the moment that probably sealed

00:14:42.159 --> 00:14:46.220
Singapore's fate. Lee Kuan Yew went to the Malaysian

00:14:46.220 --> 00:14:48.659
parliament in Kuala Lumpur and gave a speech.

00:14:49.399 --> 00:14:52.000
But he didn't just give a speech. No, he spoke

00:14:52.000 --> 00:14:54.220
in flawless Malay. He went into the lion's den

00:14:54.220 --> 00:14:56.000
and spoke their language better than some of

00:14:56.000 --> 00:14:58.139
them did. Exactly. He out -debated the Malay

00:14:58.139 --> 00:14:59.940
leadership in their own tongue. And this didn't

00:14:59.940 --> 00:15:02.399
impress them. It terrified them. They realized

00:15:02.399 --> 00:15:05.120
this man wasn't just some nuisance mayor of Singapore.

00:15:05.340 --> 00:15:07.700
He was a potential prime minister of the whole

00:15:07.700 --> 00:15:10.120
federation. He could appeal to everyone. So Tunku

00:15:10.120 --> 00:15:12.399
Abdul Rahman, the Malaysian prime minister, basically

00:15:12.399 --> 00:15:15.029
decided he's got to go. Hived off. That was a

00:15:15.029 --> 00:15:17.009
term they used. They decided to just cut Singapore

00:15:17.009 --> 00:15:19.190
loose. The calculation was that Singapore would

00:15:19.190 --> 00:15:21.950
fail on its own and come crawling back on Malaysia's

00:15:21.950 --> 00:15:24.529
germs later. Which brings us right back to that

00:15:24.529 --> 00:15:29.610
weeping man on TV. August 9th, 1965. Singapore

00:15:29.610 --> 00:15:32.830
is independent, unwillingly. And Lee Kuan Yew

00:15:32.830 --> 00:15:35.549
is staring at a country with no army, no economy,

00:15:35.690 --> 00:15:38.370
and hostile neighbors. This is the pivot point.

00:15:38.529 --> 00:15:41.570
The third world to first. journey begins right

00:15:41.570 --> 00:15:44.129
here. And it starts with the economy, which is

00:15:44.129 --> 00:15:46.009
about to just fall off a cliff. Right. Because

00:15:46.009 --> 00:15:48.230
in 1967, the British announced they were pulling

00:15:48.230 --> 00:15:50.450
their military bases out. And that was something

00:15:50.450 --> 00:15:53.230
like 20 percent of Singapore's GNP. It should

00:15:53.230 --> 00:15:55.409
have been a death sentence. But this is where

00:15:55.409 --> 00:15:58.330
Lee Kuan Yew and his team, specifically Dr. Gokeng

00:15:58.330 --> 00:16:01.169
Swee, the economic architect, did something radical.

00:16:01.789 --> 00:16:03.750
I mean, you have to understand the context of

00:16:03.750 --> 00:16:05.889
the 60s. Most developing countries were anti

00:16:05.889 --> 00:16:07.870
-Western. Right. They were nationalizing industries,

00:16:08.110 --> 00:16:10.450
kicking out foreign companies. Neocolonialism

00:16:10.450 --> 00:16:13.009
was the enemy. And Lee does the exact opposite.

00:16:13.289 --> 00:16:17.129
He pivots 180 degrees. He says, we have no domestic

00:16:17.129 --> 00:16:20.549
market. We need the world. So he aggressively

00:16:20.549 --> 00:16:23.929
courted multinational corporations, the MNCs.

00:16:23.970 --> 00:16:26.690
He told the Americans and the Japanese, come

00:16:26.690 --> 00:16:29.559
here, set up your factories. We will be cheaper,

00:16:29.700 --> 00:16:33.200
safer, and more reliable than anyone else. He

00:16:33.200 --> 00:16:35.200
practically laid out the red carpet for them,

00:16:35.279 --> 00:16:37.879
built the infrastructure, guaranteed the rule

00:16:37.879 --> 00:16:41.600
of law. But to make it safer, he had to do something

00:16:41.600 --> 00:16:43.919
the unions really didn't like. He brought the

00:16:43.919 --> 00:16:46.159
unions to heel. He basically said, you can have

00:16:46.159 --> 00:16:47.919
jobs or you can have strikes. You can't have

00:16:47.919 --> 00:16:50.470
both. He passed laws that made strikes illegal

00:16:50.470 --> 00:16:52.950
in essential services. He disciplined the workforce

00:16:52.950 --> 00:16:55.090
to be attractive to foreign capital. It was a

00:16:55.090 --> 00:16:57.590
tradeoff. A huge one. Suppression of labor rights

00:16:57.590 --> 00:17:00.049
in exchange for rapid employment. And it worked.

00:17:00.330 --> 00:17:03.009
Texas Instruments, Hewlett -Packard, General

00:17:03.009 --> 00:17:05.910
Electric, they all came. Singapore became a manufacturing

00:17:05.910 --> 00:17:08.230
hub. But you can't have investment without security.

00:17:08.880 --> 00:17:10.940
And Singapore was surrounded by big neighbors,

00:17:11.160 --> 00:17:13.579
Indonesia and Malaysia, who weren't exactly friendly.

00:17:14.180 --> 00:17:16.960
Indonesia was actually waging a low -level conflict

00:17:16.960 --> 00:17:19.880
called Confrontasi, setting off bombs in Singapore.

00:17:20.220 --> 00:17:22.680
So he had to build an army from scratch. And

00:17:22.680 --> 00:17:24.960
here is a detail that I find fascinating, and

00:17:24.960 --> 00:17:27.400
it shows just how pragmatic he was. He asked

00:17:27.400 --> 00:17:29.500
for help to train his army. The British were

00:17:29.500 --> 00:17:32.299
leaving. India refused. Egypt refused. Who did

00:17:32.299 --> 00:17:34.819
he ask? Israel. Israel. But he couldn't tell

00:17:34.819 --> 00:17:37.299
the neighbors, hey, the Israelis are training

00:17:37.299 --> 00:17:39.529
us. Because Singapore is surrounded by Muslim

00:17:39.529 --> 00:17:41.849
countries. That would have caused a geopolitical

00:17:41.849 --> 00:17:44.390
firestorm. So what do they call the Israeli military

00:17:44.390 --> 00:17:46.950
advisors? Mexicans. Mexicans. I mean, can you

00:17:46.950 --> 00:17:49.210
imagine that? All these guys, just some tanning

00:17:49.210 --> 00:17:52.690
military consultants from, you know, Mexico City.

00:17:53.150 --> 00:17:55.750
It's hilarious in hindsight, but it was deadly

00:17:55.750 --> 00:17:58.289
serious. He took help from Israel because they

00:17:58.289 --> 00:18:00.930
were the only ones who knew how to defend a small,

00:18:00.930 --> 00:18:04.230
surrounded nation with a conscript army. And

00:18:04.230 --> 00:18:07.230
he instituted national service mandatory conscription

00:18:07.230 --> 00:18:10.490
to make sure every single man had a stake in

00:18:10.490 --> 00:18:12.829
defending the country. Now let's talk about the

00:18:12.829 --> 00:18:15.589
visual aspect of this transformation. The Garden

00:18:15.589 --> 00:18:17.829
City. Because I always thought the trees in Singapore

00:18:17.829 --> 00:18:20.569
were just... Nice, you know, for aesthetics.

00:18:20.950 --> 00:18:23.509
Oh, no. With Lee Kuan Yew, nothing is ever just

00:18:23.509 --> 00:18:26.950
aesthetics. Everything is strategy. He was obsessed

00:18:26.950 --> 00:18:30.089
with greenery. He launched tree planting campaigns

00:18:30.089 --> 00:18:33.289
in the 60s. He personally chose the types of

00:18:33.289 --> 00:18:36.789
creepers to cover concrete flyovers just to hide

00:18:36.789 --> 00:18:39.630
the gray. And why? Because he wanted to send

00:18:39.630 --> 00:18:43.109
a subconscious signal to investors. He reasoned

00:18:43.109 --> 00:18:45.269
that if a city in the sweltering tropics could

00:18:45.269 --> 00:18:48.930
be kept green, manicured, and orderly, it proved

00:18:48.930 --> 00:18:51.369
that the government was disciplined. It proved

00:18:51.369 --> 00:18:53.809
the workforce was disciplined. It was branding.

00:18:55.789 --> 00:18:58.349
Decisely. And that extends to what he called

00:18:58.349 --> 00:19:00.789
the most important invention of the 20th century.

00:19:00.950 --> 00:19:03.279
Don't tell me. The internet. Air conditioning.

00:19:03.599 --> 00:19:05.980
He really said that. Dead serious. He believed

00:19:05.980 --> 00:19:07.920
you couldn't have high mental productivity in

00:19:07.920 --> 00:19:10.160
the tropics without climate control. He made

00:19:10.160 --> 00:19:12.660
sure civil service buildings were AC'd so people

00:19:12.660 --> 00:19:15.039
could think clearly. He was an environmental

00:19:15.039 --> 00:19:17.420
engineer of the highest order. So we have the

00:19:17.420 --> 00:19:19.420
economy, we have the army, we have the trees.

00:19:19.960 --> 00:19:24.359
But to truly will a nation into existence, you

00:19:24.359 --> 00:19:27.680
have to mold the people. And this is where we

00:19:27.680 --> 00:19:30.130
get into the nanny state territory. This is the

00:19:30.130 --> 00:19:32.269
stuff that makes Western liberals very, very

00:19:32.269 --> 00:19:34.769
uncomfortable. But we need to look at it through

00:19:34.769 --> 00:19:37.049
his eyes. Lowe didn't just want to govern the

00:19:37.049 --> 00:19:40.150
state. He wanted to engineer the society. He

00:19:40.150 --> 00:19:42.109
believed that the government's job was to maximize

00:19:42.109 --> 00:19:44.650
the potential of the population, even if that

00:19:44.650 --> 00:19:47.470
meant, well, interfering in their private lives.

00:19:47.750 --> 00:19:50.930
Let's start with housing, the HDB. Right. When

00:19:50.930 --> 00:19:53.049
the Papi took over, people were living in these

00:19:53.049 --> 00:19:56.109
squatter settlements with open sewers. Lee embarked

00:19:56.109 --> 00:19:58.980
on a massive public housing program. Today, over

00:19:58.980 --> 00:20:02.980
80 % of Singaporeans live in HDB flats. But the

00:20:02.980 --> 00:20:05.380
genius wasn't just building them. No, the genius

00:20:05.380 --> 00:20:07.480
was allowing people to use their pension funds,

00:20:07.720 --> 00:20:10.559
the CPF, to buy these flats. He wanted a nation

00:20:10.559 --> 00:20:12.920
of homeowners. Because if you own property, you

00:20:12.920 --> 00:20:14.819
have a stake in the country. You're not going

00:20:14.819 --> 00:20:16.880
to riot and burn down your own block of flats.

00:20:17.259 --> 00:20:20.019
It was social stability through real estate.

00:20:20.119 --> 00:20:22.839
It anchored a rootless immigrant population to

00:20:22.839 --> 00:20:24.700
the island. But then he gets into the bedroom.

00:20:25.180 --> 00:20:27.630
Literally. Let's talk about population control.

00:20:27.789 --> 00:20:30.089
The pendulum swing here is just wild. In the

00:20:30.089 --> 00:20:32.690
60s and 70s, the fear was overpopulation. So

00:20:32.690 --> 00:20:36.269
the slogan was stop it, too. They penalized families

00:20:36.269 --> 00:20:38.630
for having more children. They taxed them higher.

00:20:38.769 --> 00:20:41.470
They gave them lower priority for schools. But

00:20:41.470 --> 00:20:44.650
then in the 80s, Lee looks at the census data

00:20:44.650 --> 00:20:47.950
and panics. He realizes that the educated women.

00:20:48.349 --> 00:20:50.670
The university graduates, they aren't having

00:20:50.670 --> 00:20:53.109
kids, while the less educated are having big

00:20:53.109 --> 00:20:55.849
families. And this reveals a core and very controversial

00:20:55.849 --> 00:20:59.430
part of his worldview, eugenics. He believed

00:20:59.430 --> 00:21:02.690
that intelligence was 80 % genetic. He famously

00:21:02.690 --> 00:21:04.690
said that if the smart people don't breed, the

00:21:04.690 --> 00:21:07.509
society will become stupid and the economy will

00:21:07.509 --> 00:21:10.029
collapse. That is candid. and incredibly offensive

00:21:10.029 --> 00:21:12.410
to a lot of people. It's hard truth, as he would

00:21:12.410 --> 00:21:13.809
call it. He didn't care if it was offensive.

00:21:13.910 --> 00:21:15.549
He cared if it was true, according to his data.

00:21:15.690 --> 00:21:18.309
So he launches the great marriage debate. He

00:21:18.309 --> 00:21:20.630
sets up a government matchmaking agency essentially

00:21:20.630 --> 00:21:23.569
for graduates. And then the graduate mothers

00:21:23.569 --> 00:21:26.430
scheme. This was the policy where graduate mothers

00:21:26.430 --> 00:21:28.910
got tax rebates in priority for their kids in

00:21:28.910 --> 00:21:31.970
schools. It was a complete disaster. It was wildly

00:21:31.970 --> 00:21:35.990
unpopular. It cost the PAP a 12 .9 % swing in

00:21:35.990 --> 00:21:39.940
the 1984 elections. felt it was unfair, elitist,

00:21:39.940 --> 00:21:42.380
and just plain wrong. So they pushed back. They

00:21:42.380 --> 00:21:44.339
pushed back hard. The government actually had

00:21:44.339 --> 00:21:46.299
to roll it back. It's one of the few times Lee

00:21:46.299 --> 00:21:48.160
reached a limit on how much he could socially

00:21:48.160 --> 00:21:50.319
engineer the populace. But he never backed down

00:21:50.319 --> 00:21:53.960
on discipline, corporal punishment, caning. No,

00:21:54.019 --> 00:21:56.200
he was a staunch defender of it. He believed

00:21:56.200 --> 00:21:58.619
that for a society to be free, it first had to

00:21:58.619 --> 00:22:00.940
be orderly. And if that meant caning vandals,

00:22:01.019 --> 00:22:03.759
so be it. Which brings us to the Michael Fay

00:22:03.759 --> 00:22:08.200
incident in 1994. An American teenager vandalizes

00:22:08.200 --> 00:22:11.220
cars with spray paint. The U .S. president, Bill

00:22:11.220 --> 00:22:13.920
Clinton, asks for leniency. And Singapore says

00:22:13.920 --> 00:22:16.599
no. Well, they reduced the strokes from six to

00:22:16.599 --> 00:22:18.779
four as a gesture, but they still caned him.

00:22:18.900 --> 00:22:21.160
It was a message to the world. Our laws apply

00:22:21.160 --> 00:22:22.920
to everyone, and we don't care if you're an American

00:22:22.920 --> 00:22:25.140
or if the U .S. president calls. It was the ultimate

00:22:25.140 --> 00:22:27.619
clash of Asian values versus Western liberalism.

00:22:27.869 --> 00:22:30.049
Lee argued that the Western focus on individual

00:22:30.049 --> 00:22:33.750
rights led to decay drugs, crime, broken families.

00:22:33.990 --> 00:22:36.869
He championed so -called Asian values community

00:22:36.869 --> 00:22:40.329
over self, order over liberty. He'd just point

00:22:40.329 --> 00:22:42.170
to the safe streets of Singapore and say, this

00:22:42.170 --> 00:22:44.529
is the result of my way. And part of that order

00:22:44.529 --> 00:22:47.410
was zero tolerance for corruption. This is arguably

00:22:47.410 --> 00:22:50.309
his greatest achievement. Most post -colonial

00:22:50.309 --> 00:22:53.910
nations just drown in corruption. Lee kept Singapore

00:22:53.910 --> 00:22:57.710
clean. By giving the Corrupt Practices Investigation

00:22:57.710 --> 00:23:01.150
Bureau, the CPIB, absolute power. Power to arrest

00:23:01.150 --> 00:23:04.019
anyone. Anyone. To investigate bank accounts,

00:23:04.119 --> 00:23:06.799
to look into families, and the other side of

00:23:06.799 --> 00:23:09.859
the coin, paying ministers huge salaries. Right,

00:23:09.920 --> 00:23:11.720
that was the carrot. The logic was, pay them

00:23:11.720 --> 00:23:14.200
like CEOs so they aren't tempted by bribes. But

00:23:14.200 --> 00:23:16.500
the stick was ruthless punishment. There's the

00:23:16.500 --> 00:23:18.640
tragic case of Tess Ching -Wan, the Minister

00:23:18.640 --> 00:23:21.059
for National Development. He was a close colleague

00:23:21.059 --> 00:23:23.880
of Lee's, a founding member. In 1986, he was

00:23:23.880 --> 00:23:26.299
investigated for accepting bribes. And he wrote

00:23:26.299 --> 00:23:29.119
a letter to Lee Kuan Yew and then committed suicide.

00:23:29.630 --> 00:23:32.549
Lee Kuan Yew's response was chilling, but completely

00:23:32.549 --> 00:23:35.289
consistent. He published the letter. He didn't

00:23:35.289 --> 00:23:37.230
cover it up to save the party's face. He read

00:23:37.230 --> 00:23:39.789
it in parliament. He showed that no one, not

00:23:39.789 --> 00:23:41.950
even his closest friends, was above the law.

00:23:42.109 --> 00:23:44.690
It reinforced the system's integrity, even at

00:23:44.690 --> 00:23:46.950
the cost of a friend's life. Let's pivot to the

00:23:46.950 --> 00:23:50.789
global stage. By the 70s and 80s, Lee isn't just

00:23:50.789 --> 00:23:53.529
a local leader. He's become a geopolitical sage.

00:23:53.829 --> 00:23:56.269
He positioned himself as the China whisperer.

00:23:56.589 --> 00:23:59.349
Deng Xiaoping visited Singapore in 1978. This

00:23:59.349 --> 00:24:02.650
is a historic turning point. Deng looks at Singapore,

00:24:02.829 --> 00:24:05.890
this clean, prosperous, orderly city run by ethnic

00:24:05.890 --> 00:24:09.130
Chinese, and he's just stunned. He realizes that

00:24:09.130 --> 00:24:11.630
China under Mao's communism had fallen so far

00:24:11.630 --> 00:24:13.470
behind. He goes back to Beijing and basically

00:24:13.470 --> 00:24:16.400
says, we need to do what Singapore did. So Lee

00:24:16.400 --> 00:24:18.480
Kuan Yew essentially provided the blueprint for

00:24:18.480 --> 00:24:21.359
modern China's economy. In many ways, yes. And

00:24:21.359 --> 00:24:23.259
because of that, he was the only person who could

00:24:23.259 --> 00:24:25.500
walk into the White House and explain China to

00:24:25.500 --> 00:24:28.240
the Americans and then walk into Zongdanhai and

00:24:28.240 --> 00:24:30.900
explain America to the Chinese. He was the ultimate

00:24:30.900 --> 00:24:34.000
translator of East -West power dynamics. He supported

00:24:34.000 --> 00:24:37.049
the U .S. in Vietnam. which surprises some people

00:24:37.049 --> 00:24:39.509
given his non -aligned stance. He was a pure

00:24:39.509 --> 00:24:42.410
realist. He knew the U .S. would probably lose,

00:24:42.589 --> 00:24:44.789
but he wanted them to stay as long as possible.

00:24:45.250 --> 00:24:48.190
He said the war bought time for the rest of Southeast

00:24:48.190 --> 00:24:50.630
Asia to stabilize and not fall to communism.

00:24:50.950 --> 00:24:53.769
He was buying a firewall of time for Singapore

00:24:53.769 --> 00:24:56.569
to mature. But for all this international acclaim,

00:24:56.630 --> 00:25:00.049
at home, he was tough on the press. Tough is

00:25:00.049 --> 00:25:03.069
putting it mildly. He sued them. Repeatedly.

00:25:03.279 --> 00:25:06.099
The Far Eastern Economic Review, the International

00:25:06.099 --> 00:25:10.019
Herald Tribune, opposition politician J .B. Jaretnam.

00:25:10.279 --> 00:25:12.799
If you defamed him or impugned his integrity,

00:25:12.980 --> 00:25:15.440
he would take you to court and very often bankrupt

00:25:15.440 --> 00:25:17.660
you. He didn't believe in a crusading press.

00:25:17.740 --> 00:25:20.240
No, he told Charlie Rose once, I believe in truth.

00:25:20.599 --> 00:25:23.200
But to him, the truth was that the press shouldn't

00:25:23.200 --> 00:25:25.799
be a political player. They should report, not

00:25:25.799 --> 00:25:28.920
set the agenda. He saw the Western media as arrogant,

00:25:29.200 --> 00:25:31.339
trying to impose their values on his society.

00:25:32.559 --> 00:25:34.299
a climate where the press knew exactly where

00:25:34.299 --> 00:25:36.460
the out of bounds markers were. As he got older.

00:25:36.859 --> 00:25:39.880
He stepped down as PM in 1990, but stayed on

00:25:39.880 --> 00:25:42.599
as senior minister, then minister mentor. He

00:25:42.599 --> 00:25:44.400
never really left the stage until the very end.

00:25:44.559 --> 00:25:47.640
And he kept being provocative. In 2011, he released

00:25:47.640 --> 00:25:50.880
the book Hard Truths, and he made comments about

00:25:50.880 --> 00:25:53.180
Islam and integration that were so controversial,

00:25:53.420 --> 00:25:56.140
his own son, Prime Minister Lee Hsien Loong,

00:25:56.279 --> 00:25:58.660
had to publicly distance the government from

00:25:58.660 --> 00:26:00.980
them. He just didn't have a filter for what we'd

00:26:00.980 --> 00:26:03.160
call political correctness. He didn't care about

00:26:03.160 --> 00:26:05.559
being polite. He cared about stating what he

00:26:05.559 --> 00:26:08.470
saw as the facts, however uncomfortable. He was

00:26:08.470 --> 00:26:10.410
worried that the younger generation was taking

00:26:10.410 --> 00:26:12.809
Singapore's success for granted, that they were

00:26:12.809 --> 00:26:15.549
becoming soft. We have to talk about his final

00:26:15.549 --> 00:26:18.849
years and specifically his house, 38 Oxley Road.

00:26:19.410 --> 00:26:21.970
This story has taken a major turn very, very

00:26:21.970 --> 00:26:24.210
recently. The irony of this whole house situation

00:26:24.210 --> 00:26:28.299
is just it's heavy. So Lee Kuan Yew. hated personality

00:26:28.299 --> 00:26:30.859
cults. He didn't want statues. He didn't want

00:26:30.859 --> 00:26:33.819
shrines. And he explicitly stated in his will

00:26:33.819 --> 00:26:36.660
that his home, a simple pre -war bungalow at

00:26:36.660 --> 00:26:39.220
38 Oxley Road, should be demolished after his

00:26:39.220 --> 00:26:41.799
death. He wanted it gone. He didn't want it to

00:26:41.799 --> 00:26:44.059
become a place of pilgrimage. He wanted the land

00:26:44.059 --> 00:26:46.740
returned to the state or redeveloped. He was

00:26:46.740 --> 00:26:49.140
completely unsentimental about bricks and mortar.

00:26:49.299 --> 00:26:51.140
He was worried it would fall into disrepair.

00:26:51.259 --> 00:26:54.980
But here we are. It's January 18, 2026. And just

00:26:54.980 --> 00:26:58.390
last month, On December 12, 2025, the government

00:26:58.390 --> 00:27:01.450
officially gazetted the site as a national monument.

00:27:01.650 --> 00:27:04.759
Right. For years, there was a stalemate because

00:27:04.759 --> 00:27:07.259
his daughter, Dr. Liu Wei Ling, was still living

00:27:07.259 --> 00:27:09.799
there. But after she passed away recently, the

00:27:09.799 --> 00:27:11.859
legal hurdles cleared and the government moved

00:27:11.859 --> 00:27:15.420
to preserve it. They argued it has too much historical

00:27:15.420 --> 00:27:17.960
significance. I mean, the basement is where the

00:27:17.960 --> 00:27:20.859
Piafu was formed. It's where independent strategies

00:27:20.859 --> 00:27:23.720
were hatched. So the man who planned everything,

00:27:23.859 --> 00:27:26.299
who controlled every aspect of Singapore's development,

00:27:26.539 --> 00:27:28.720
couldn't control the fate of his own living room.

00:27:28.880 --> 00:27:31.420
It symbolizes the tension between the man and

00:27:31.420 --> 00:27:34.119
the myth. The nation he built feels a need to

00:27:34.119 --> 00:27:36.940
own his legacy, even if it contradicts his personal

00:27:36.940 --> 00:27:40.119
wish for privacy. It's the state acting in what

00:27:40.119 --> 00:27:42.619
it sees as the national interest over the individual,

00:27:42.859 --> 00:27:45.420
which, ironically, is exactly the philosophy

00:27:45.420 --> 00:27:50.000
Lee Kuan Yew taught them. That is, wow, that's

00:27:50.000 --> 00:27:52.319
a paradox wrapped in an irony. It really is.

00:27:52.339 --> 00:27:55.900
He trained them too well. So let's try to wrap

00:27:55.900 --> 00:27:58.019
this up. We've looked at the weeping man, the

00:27:58.019 --> 00:28:00.019
street fighter, the economic architect, the social

00:28:00.019 --> 00:28:03.130
engineer. What's this summation here? Lee Kuan

00:28:03.130 --> 00:28:05.269
Yew was not a Democrat in the Western sense.

00:28:05.450 --> 00:28:07.630
He never pretended to be. He was a pragmatist.

00:28:07.670 --> 00:28:09.730
He traded civil liberties for economic survival

00:28:09.730 --> 00:28:12.890
and social order. He famously said, I am not

00:28:12.890 --> 00:28:15.390
interested in political theory. I am interested

00:28:15.390 --> 00:28:18.609
in what works. And it worked. The data is undeniable.

00:28:18.750 --> 00:28:21.769
GDP, life expectancy, homeownership. It all just

00:28:21.769 --> 00:28:24.730
skyrocketed. Yeah. He took a place with no future

00:28:24.730 --> 00:28:26.809
and gave it a future. But he was also a knuckle

00:28:26.809 --> 00:28:29.720
duster politician. He neutralized his enemies

00:28:29.720 --> 00:28:32.599
ruthlessly. He created a sterile political environment

00:28:32.599 --> 00:28:35.700
and he left a legacy that is incredibly hard

00:28:35.700 --> 00:28:37.319
to follow. Here's the final thought I want to

00:28:37.319 --> 00:28:39.759
leave with you, the listener. Lee Kuan Yew built

00:28:39.759 --> 00:28:42.880
a nation of educated, critical thinkers. He built

00:28:42.880 --> 00:28:45.799
a first world economy. But in doing so, did he

00:28:45.799 --> 00:28:48.200
create a society that eventually outgrew the

00:28:48.200 --> 00:28:50.400
need for his style of leadership? That is the

00:28:50.400 --> 00:28:53.259
big question, isn't it? Could a Lee Kuan Yew

00:28:53.259 --> 00:28:57.470
exist? in the Singapore of 2026? Could you run

00:28:57.470 --> 00:29:00.410
a modern, hyper -connected, educated populace

00:29:00.410 --> 00:29:04.190
with that same iron fist? Or was he a man for

00:29:04.190 --> 00:29:07.210
a specific season, a crisis leader who was necessary

00:29:07.210 --> 00:29:10.269
then but would be impossible now? That is definitely

00:29:10.269 --> 00:29:11.710
something that you want. If you want to see the

00:29:11.710 --> 00:29:13.650
intensity of the man yourself, go to YouTube

00:29:13.650 --> 00:29:15.569
and look up the battle for merger speeches or

00:29:15.569 --> 00:29:18.269
that 1965 press conference. Watch his eyes. You'll

00:29:18.269 --> 00:29:20.049
see exactly what we're talking about. It's history

00:29:20.049 --> 00:29:22.220
in the raw. Thanks for joining us on this deep

00:29:22.220 --> 00:29:24.460
dive into the giant of Southeast Asia. We'll

00:29:24.460 --> 00:29:25.039
see you next time.
