WEBVTT

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Imagine spending like a quarter of a million

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dollars, $237 ,500 to be exact, on a digital

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receipt for a colon, a hyphen, and a bracket.

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I mean, it sounds completely absurd on its face.

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A literal fortune spent on just three standard

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punctuation marks. Right. But that transaction

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actually happened back in 2021. And what that

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buyer was really paying for wasn't just like

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punctuation, they were buying the documented

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origin point of a global language. Yeah, they

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bought the exact moment humanity figured out

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how to inject its tone of voice into a machine,

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which is it's a huge deal. It really is. And

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it's the ultimate solution to a problem that

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has plagued written communication for as long

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as we've been writing. Like how do you convey

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sarcasm or genuine sympathy or pure joy when

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all you have is this rigid text only framework.

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Exactly. The words are there, sure, but the music

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of the conversation is completely missing. And

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that missing music is exactly the focus of our

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deep dive today. We are pulling from a really

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comprehensive, incredibly detailed source, the

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foundational Wikipedia article on the emoticon.

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Which, just to define it officially right up

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front, is a portmanteau of emotion and icon.

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It's a pictorial representation of facial expressions

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using regular characters, you know, like punctuation,

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numbers, and letters to convey non -verbal cues.

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Okay, let's unpack this because our mission today

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is to explore the surprisingly centuries -old

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history. the cultural variations, and the high

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-stakes economy of these little faces. Yeah,

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because every time you type a simple smiley face

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on your phone, you are actually participating

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in a lineage of human expression that goes back

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way, way further than the internet. Way further,

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right. Like, before we even get to computer screens,

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we have to look at how people try to solve this

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tone problem in print. Right. If you look at

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the historical footprint, the earliest potential

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sighting in our sources is actually from the

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year 1648. Wow, 1648. Yeah, a poet named Robert

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wrote a line of verse that ends with the phrase,

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smiling yet, followed by a colon and a close

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parenthesis. Wait, so a literal sideways smiley

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face sitting right there in a 17th century poem?

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Well... We do have to be a bit careful with intent

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here. English professors like Alan Jacobs point

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out that 17th century typography was notoriously

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messy. Just kind of all over the place. Exactly.

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Printers often just threw colons and semicolons

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inside brackets as a matter of standard, albeit

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chaotic, practice. So the consensus leans toward

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it not being a deliberate face. Right. But even

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if it was just a typesetting accident, I mean,

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it highlights how long those specific shapes

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have been hiding in our literature. Definitely.

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And that ambiguity in print is exactly what forced

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people to develop actual deliberate systems once

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we hit the telegraph era. Like I was reading

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about the telegraph operators in 1857, and this

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completely shifted my perspective. Oh, the numeric

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codes. Yeah, that's a fascinating era. Yeah.

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They were using Morse code numbers to convey

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tone and affection quickly. They used the number

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73 to mean love and kisses. which eventually

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evolved into best regards. And they used 88 for

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a similar sign -off. And the mechanics of the

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telegraph explain exactly why they did that.

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Because telegraph communication was charged by

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the word or the letter. Right, it wasn't cheap.

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Not at all. And physically tapping out a message

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was a slow, mechanical effort. Bandwidth was

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incredibly expensive. So tapping out 73 is vastly

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more efficient than transmitting, I am sending

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you my warmest affections. It's basically the

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19th century version of LO. You're just optimizing

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for speed. Exactly. But people were still subconsciously

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hunting for a visual solution, not just a numerical

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code. Like in 1862, a typist transcribing a speech

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by Abraham Lincoln noted the crowd's reaction.

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Oh, right. I saw this in the sources. Yeah. In

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the middle of the text, it says, quote, applause

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and laughter, end quote. Semicolon, close parenthesis.

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A winking face. But is that one real? or another

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accident. Linguist Philip Surgeon argues that

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one was just a pure typo, just a slip of the

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finger on the typewriter. OK, but by 1881, it

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definitely wasn't a typo anymore. Puck Magazine

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published what they called typographical art.

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Right. They explicitly laid out sequences of

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punctuation marks to show joy, melancholy, indifference,

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and astonishment. They were literally pointing

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at the typewriter and showing the public, like,

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look at what else these keys can do. And that

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idea caught the attention of some brilliant literary

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minds who recognized that the typewriter was,

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well, emotionally bankrupt. In 1912, the satirist

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Ambrose Bierce suggested using a curved horizontal

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line. Like a little smile. Yeah, to represent

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what he called cackination, or loud laughter.

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And later, in 1969, Vladimir Nabokov told the

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New York Times that he desperately wanted a supine

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round bracket to represent a smile in text. I

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just, I look at Nabokov wishing for a smile punctuation

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mark like a sci -fi author predicting the smartphone.

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He knew exactly what society needed. decades

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before the technology actually existed to make

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it a daily standard. He saw the gap, but he was

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just dreaming. Because the problem of tone couldn't

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actually be solved until technology forced our

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hand. Which happened disastrously in 1982. Yeah,

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that brings us from the desire for emotional

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texts to an absolute urgent necessity. Because

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when early computer networks came online, they

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stripped all vocal tone, all body language, and

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all facial expressions from real -time communication.

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And it didn't just cause awkwardness. No, it

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caused genuine panic. The mercury spill. This

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is the exact moment the conceptual became practical.

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So the year is 1982. We are at Carnegie Mellon

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University. Researchers are communicating on

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an early digital bulletin board system, a BBS,

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and someone posts a sarcastic joke about a mercury

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spill in a university elevator. Think about the

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mechanics of a BBS in 1982. You are looking at

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a text only black and white or green and black

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monitor. There is no formatting. There are no

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images. Nothing to give it away. Exactly. A joke

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about a lethal chemical spill looks fundamentally

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identical to an official safety warning about

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a lethal chemical spill. The readers had zero

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context clues. So computer scientist Scott Fallman

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steps in. He proposes a protocol to stop the

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panic. He posts a message suggesting that users

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type a colon, a hyphen, and a right bracket to

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label attempted humor. And a colon, hyphen, left

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bracket for serious messages. Right. And it's

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spread with astonishing speed. across the ARPANET

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and USENET. And to understand why it caught on

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so fast, you really have to look at the culture

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of those networks. ARPAN was heavily populated

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by universities and the military. So, very structured

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environments. Extremely. It was a high -density

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environment of engineers and scientists who relied

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entirely on standard protocols. Fallman essentially

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handed them a simple, elegant protocol for human

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emotion. But our sources mentioned that Fallman's

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design wasn't actually the only one proposed.

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People were actively trying to solve this problem

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with different symbols, right? Yeah. Somebody

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suggested using an asterisk and an ampersand,

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with the ampersand supposed to represent a person

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doubled over in laughter. Which is so complicated.

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It is. Others suggested a percent sign or a pound

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sign, but those alternative designs died out

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almost instantly. Fallman's won decisively. And

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I think there is a clear cognitive reason for

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that. I was thinking about why the colon and

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the brackets stuck while the ampersand vanished.

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Has to be periodotly right. Oh, the psychological

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phenomenon of seeing faces in random objects.

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Exactly. The human brain is hard -wired to look

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for faces in everything. Clouds, toast, the front

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grill of a car. The sideways face is an instant,

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universally recognizable pattern. That makes

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perfect sense. Right. If you send me an ampersand,

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I have to do... like cognitive work to remember

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that it's supposed to be guy laughing. But a

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colon and a bracket bypasses my intellect and

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hits the face recognition center of my brain

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immediately. Exactly. It was the most cognitively

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elegant solution available on a standard keyboard.

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And once that foundation was laid, the timeline

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really accelerates. Because users realized they

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didn't just have to use Falman's two faces. Right.

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The shapes naturally evolved. emoticons stopped

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being a rigid safety protocol and started functioning

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exactly like spoken slang. You get the semicolon

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for the wink. Yeah. The colon and the capital

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P for sticking your tongue out. The XD for eyes

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squinched shut in laughter. Even the less than

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three for a heart. And as this visual slang expanded,

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it underwent a subtle but highly significant

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change. In 1996, the Smiley Company, run by Nicholas

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Lufrani, launched the Smiley Dictionary to catalog

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over 500 of these ASCII emoticons. their catalog

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designs, they drop the hyphen. They removed the

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nose. It went from colon hyphen bracket to just

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colon bracket. Wait, so dropping the nose wasn't

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just laziness or trying to save a single keystroke.

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I mean, our sources note a researcher at Stanford

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University actually analyzed four million tweets

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and found that the noseless smiley is vastly

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more common today than Fallman's original version

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with the nose. It is vastly more common, yes.

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Are you saying the missing hyphen was a deliberate

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social signal? It absolutely is. Linguist Vivian

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Evans attributes this shift to a concept called

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covert prestige. Covert prestige? What does that

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mean exactly? Covert prestige occurs when a specific

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demographic, very often younger users, deliberately

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rejects the standard formal or quote unquote

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proper way of doing something. They do it to

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demonstrate in -group membership. Oh wow, that

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makes perfect sense. It's exactly like a teenager

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saying gonna. instead of going to. Precisely.

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If someone texts you a smiley face with a hyphen

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for a nose today, it almost feels like they're

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writing you a formal letter. Yeah, it feels like

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it's from my boss. Right. By dropping the nose,

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you are signaling to the reader that you are

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fluent in the casual modern digital landscape.

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You are actively rejecting the formality of the

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original 1982 protocol. You're saying, I'm fast,

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I'm part of the current culture? It's wild that

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there is an immense amount of social data packed

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into the absence of that tiny horizontal line.

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It really is. But we should note that all of

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that social data, all those sideways faces, were

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entirely dictated by the physical layout of Western

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keyboards. Oh, right. You had to tilt your head

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because of the specific keys we had available.

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Exactly. But as the internet spread globally,

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that physical limitation disappeared for a lot

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of users. leads to a massive geographical divergence.

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Because languages with different, much larger

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character sets didn't have to tilt their heads.

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They have the type of graphic tools to build

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faces that you read straight on. Exactly. This

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is where the creativity just explodes. We get

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to cow emoji. Right. Arising on ASCIInet in Japan

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around 1986, cow emoji are essentially vertical

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emoticons. Japanese characters are often double

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bite and offer a vast variety of curves and shapes.

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So users could construct detailed expressions

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without the sideways perspective. Like the classic

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awo or uwu. Yes. And it didn't stay isolated

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to Japan. Users on the Japanese discussion board

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to channel. And users in Korea started pulling

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from entirely different alphabets to build these

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faces. Like they grabbed Canada script from India

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to make that highly specific look of disapproval.

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The two circles with dots in the middle of the

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underscore. Write the T to matter face. And Korean

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users utilized hangul vowel jamos to depict crying

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faces where the vertical and horizontal lines

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perfectly mimic streams of tears. And in Chinese

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internet culture. They took it a step further

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and repurposed actual ideographic characters,

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right? They did. They found characters where

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the structural lines naturally formed a face.

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The character meaning patterned window is completely

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co -opted because it looks uncannily like an

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open -mouthed, distressed face. Oh, I see that

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one. Or the character, which is a variant of

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the word for plum. Because it resembles two little

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people standing side by side, it's used online

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to represent a double magnitude of dullness.

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They took it. Ancient scripts and turn them into

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modern emotional avatars. It's incredible. Yeah,

00:11:59.750 --> 00:12:02.549
but we have to talk about the legend of oars

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or Z The sources highlight this is a prime example

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of internet culture, but I need you to break

00:12:08.080 --> 00:12:10.299
down exactly how this started. It's a great story.

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It starts in late 2002 on a Japanese personal

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website forum called TechSide. A user was trying

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to ask a highly specific technical question about

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a cable and its cover. Okay, a cable and a cover.

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Yeah, and to illustrate what they were talking

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about, they typed out a sequence of characters.

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an underscore, a vertical pipe, a sort of roof

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character, another vertical pipe, and a circle.

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Okay, I'm trying to picture that in my head.

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A pipe, a roof shape, another pipe, and a circle.

00:12:38.029 --> 00:12:39.750
It just sounds like a drawing of a tiny house

00:12:39.750 --> 00:12:42.230
next to a ball. That's how it started, a completely

00:12:42.230 --> 00:12:45.029
mundane hardware diagram. But look at the circle

00:12:45.029 --> 00:12:47.769
as a head. Oh, wait, the roof character is the

00:12:47.769 --> 00:12:50.409
back, the pipe is the arms, it's a person on

00:12:50.409 --> 00:12:53.269
their hands and knees. Exactly. Other users looked

00:12:53.269 --> 00:12:55.450
at that sequence of characters and instantly

00:12:55.450 --> 00:12:58.970
recognized a stick figure doing a Japanese dogeza

00:12:58.970 --> 00:13:01.590
bow, which is like a person kneeling on the ground,

00:13:01.830 --> 00:13:04.789
head bowed in deep despair or frustration or

00:13:04.789 --> 00:13:08.149
profound respect. Right. And the internet's collaborative

00:13:08.149 --> 00:13:10.990
imagination took over instantly. That visual

00:13:10.990 --> 00:13:13.470
of the kneeling man was so resonant that the

00:13:13.470 --> 00:13:15.590
community quickly simplified it into standard

00:13:15.590 --> 00:13:18.570
Western letters to make it easier to type. O,

00:13:18.570 --> 00:13:21.730
R, and Z. Ah, so the O is the head on the ground.

00:13:21.850 --> 00:13:24.610
The R is the arms pushing up. And the Z is the

00:13:24.610 --> 00:13:28.269
bent legs, oars. That is wild. They saw a guy

00:13:28.269 --> 00:13:31.149
completely defeated by life. in the drawing of

00:13:31.149 --> 00:13:34.830
a cable cover. And ores spawn an entire subculture.

00:13:35.009 --> 00:13:37.590
There were blogs dedicated to it. It became a

00:13:37.590 --> 00:13:39.789
ubiquitous shorthand for crushing psychological

00:13:39.789 --> 00:13:42.009
frustration. I love how minimalist that is. Just

00:13:42.009 --> 00:13:44.230
like O7, where the O is the head and the seven

00:13:44.230 --> 00:13:46.809
is the arm saluting, it communicates instant

00:13:46.809 --> 00:13:49.509
respect with two keystrokes. It proves that once

00:13:49.509 --> 00:13:52.250
humans are given a medium, even a highly restrictive

00:13:52.250 --> 00:13:54.870
one like a standard keyboard, they will inevitably

00:13:54.870 --> 00:13:57.429
bend it toward emotional expression. But the

00:13:57.429 --> 00:14:00.159
medium didn't stay restrictive for long. because

00:14:00.159 --> 00:14:03.299
as technology evolved to support rich media moving

00:14:03.299 --> 00:14:05.639
from text -based bulletin boards to mobile phones

00:14:05.639 --> 00:14:08.360
and instant messaging, the simple punctuation

00:14:08.360 --> 00:14:11.779
marks were given a graphic facelift. Right. We

00:14:11.779 --> 00:14:14.700
call this the second generation, or portrait

00:14:14.700 --> 00:14:18.559
emoticons. In 1997, Nicholas Lufrani, who we

00:14:18.559 --> 00:14:20.779
mentioned earlier from the Smiley Company, took

00:14:20.779 --> 00:14:23.639
those ASSI text designs and officially registered

00:14:23.639 --> 00:14:26.500
them as graphical GIFs at the U .S. Copyright

00:14:26.500 --> 00:14:29.000
Office. Oh, wow. So he actually legally registered

00:14:29.000 --> 00:14:31.519
them. He did. He gave them color, added features

00:14:31.519 --> 00:14:34.519
like little white hands and gloves and categorized

00:14:34.519 --> 00:14:37.539
them. And the text strings morphed into visual

00:14:37.539 --> 00:14:39.539
icons. This is really where the emoticon economy

00:14:39.539 --> 00:14:42.240
takes off. Because suddenly these quirky workarounds

00:14:42.240 --> 00:14:44.940
became highly valuable commodities and the tech

00:14:44.940 --> 00:14:47.100
giants realize they needed to control this space.

00:14:47.659 --> 00:14:50.279
Absolutely. Between 2007 and 2009, companies

00:14:50.279 --> 00:14:52.440
like Google and Apple petitioned the Unicode

00:14:52.440 --> 00:14:55.240
Technical Committee to standardize emojis globally.

00:14:55.360 --> 00:14:57.879
Which is a huge deal, right? It is a critical

00:14:57.879 --> 00:15:01.080
mechanical shift. Unicode is the universal standard

00:15:01.080 --> 00:15:03.950
for how text is represented in computing. By

00:15:03.950 --> 00:15:06.549
getting emojis into Unicode, Google and Apple

00:15:06.549 --> 00:15:09.629
ensured that these graphical faces stopped being

00:15:09.629 --> 00:15:12.309
a localized software quirk -like, a specific

00:15:12.309 --> 00:15:14.909
font you had to download, and became fundamental

00:15:14.909 --> 00:15:17.909
global infrastructure. It meant a smiling face

00:15:17.909 --> 00:15:20.389
sent from an Apple device would be universally

00:15:20.389 --> 00:15:23.450
understood by a Google device. Exactly. And once

00:15:23.450 --> 00:15:26.990
it's infrastructure, it dominates. A 2024 BBC

00:15:26.990 --> 00:15:29.389
report noted that two of the top three emojis

00:15:29.389 --> 00:15:32.090
used globally are actually portrait emoticons

00:15:32.090 --> 00:15:34.690
faces representing emotion. And the media landscape

00:15:34.690 --> 00:15:37.429
capitalized on it, too. Like in 2004, the chat

00:15:37.429 --> 00:15:40.029
application Trillion introduced Amo the blips,

00:15:40.470 --> 00:15:42.629
which were streaming audio and video equivalents.

00:15:42.809 --> 00:15:45.450
Right. And in 2007, MTV created Emote Eclipse

00:15:45.450 --> 00:15:47.750
to market their show The Hills. Emote accounts

00:15:47.750 --> 00:15:49.789
were no longer just text protocols. They were

00:15:49.789 --> 00:15:52.149
multimedia assets. And where there are valuable

00:15:52.149 --> 00:15:54.529
assets, intellectual property battles inevitably

00:15:54.529 --> 00:15:56.490
follow. The legal stakes and the sources are

00:15:56.490 --> 00:15:58.710
fascinating. They really are. Like in the year

00:15:58.710 --> 00:16:02.320
2000, a company called Despair Inc. got a satirical

00:16:02.320 --> 00:16:05.600
trademark for the frowny face. Then in 2008,

00:16:05.940 --> 00:16:08.639
a Russian entrepreneur claimed he held the trademark

00:16:08.639 --> 00:16:11.840
for the winking face. Oh, yeah. And he actually

00:16:11.840 --> 00:16:13.659
threatened that companies would have to pay tens

00:16:13.659 --> 00:16:15.480
of thousands of dollars for a license to use

00:16:15.480 --> 00:16:17.830
it. But those attempts generally fail in the

00:16:17.830 --> 00:16:19.970
courts. And the legal mechanism for why they

00:16:19.970 --> 00:16:22.929
fail is really important. You cannot easily copyright

00:16:22.929 --> 00:16:25.509
or trademark a universal linguistic standard.

00:16:25.649 --> 00:16:27.389
Because it belongs to everyone at that point.

00:16:27.690 --> 00:16:30.649
Exactly. Once a symbol like a winking face is

00:16:30.649 --> 00:16:33.090
adopted by the general public for everyday communication,

00:16:33.629 --> 00:16:35.830
it becomes utilitarian. It's a functional piece

00:16:35.830 --> 00:16:38.490
of language. Trademark law is designed to protect

00:16:38.490 --> 00:16:41.529
distinct brand identities, not to let one person

00:16:41.529 --> 00:16:44.139
own the alphabet. Which brings us full circle

00:16:44.139 --> 00:16:48.279
back to Scott Fallman and that $237 ,000 NFT.

00:16:48.679 --> 00:16:51.240
Yeah. You can't own the punctuation itself, but

00:16:51.240 --> 00:16:53.659
you can own the digital artifact of its inception.

00:16:54.080 --> 00:16:56.919
Exactly. The buyer of that NFT purchased the

00:16:56.919 --> 00:16:59.360
digital equivalent of the Rosetta Stone. They

00:16:59.360 --> 00:17:03.000
secured the original 1982 BBS message. Man, when

00:17:03.000 --> 00:17:05.500
you lay it out like that, it completely changes

00:17:05.500 --> 00:17:08.190
how I look at my own keyboard. And for you listening,

00:17:08.509 --> 00:17:10.490
as you go about your day, think about this the

00:17:10.490 --> 00:17:13.269
next time you send a message. Every time you

00:17:13.269 --> 00:17:16.509
are deciding between a simple, noseless smiley,

00:17:17.049 --> 00:17:20.170
an enthusiastic XD, or dramatic orays because

00:17:20.170 --> 00:17:22.809
you spilled your coffee, you are not just typing.

00:17:22.869 --> 00:17:24.769
No, you're really not. You are participating

00:17:24.769 --> 00:17:28.609
in a rich... centuries old lineage. You are part

00:17:28.609 --> 00:17:31.210
of the continuum that stretches from telegraph

00:17:31.210 --> 00:17:34.390
operators in the 1800s straight to a quarter

00:17:34.390 --> 00:17:36.710
million dollar piece of digital history. And

00:17:36.710 --> 00:17:39.390
that leaves us with a critical question to consider.

00:17:39.910 --> 00:17:42.569
We've seen the human need for tone force emoticons

00:17:42.569 --> 00:17:45.990
to evolve from Morse code to text to fully rendered

00:17:45.990 --> 00:17:48.769
3D graphics and multimedia sounds. Right. So

00:17:48.769 --> 00:17:51.269
as we move rapidly into an era of virtual reality

00:17:51.269 --> 00:17:53.789
or even direct brain computer interfaces where

00:17:53.789 --> 00:17:56.329
your exact emotional state theoretically be transmitted

00:17:56.329 --> 00:17:58.970
instantly to another person? What happens to

00:17:58.970 --> 00:18:02.049
the emoticon? Will the text -based smiley eventually

00:18:02.049 --> 00:18:04.890
go extinct as a primitive relic of early computing?

00:18:05.490 --> 00:18:07.789
Or is there something so fundamentally elegant

00:18:07.789 --> 00:18:09.890
about the simplicity of a colon and a bracket

00:18:09.890 --> 00:18:12.349
that we will always need it to convey our truest

00:18:12.349 --> 00:18:14.829
selves? When all the complex graphics and immersive

00:18:14.829 --> 00:18:17.529
tech fall away, maybe all we really want is to

00:18:17.529 --> 00:18:19.829
see a human smile hiding in the punctuation.

00:18:20.329 --> 00:18:22.309
Thanks for joining us on this deep dive. Stay

00:18:22.309 --> 00:18:24.009
curious and we'll see you next time.
