The Exchanges

Every argument clarity score on this site is built from rows on this page. Each question and answer was assessed with names hidden, the host's own answers included, on four things from 1 to 5: directness (does it answer the question asked), coherence (do the ideas follow), precision (concrete details and clear references), compression (says a lot per word). The weighted mix (30/30/25/15) is the exchange score. A person's published score averages their exchange scores on raw tape only, at least 8 of them, shrunk toward the cohort mean. Full method →

Jason Calacanis no published score: only 4 usable exchanges on raw tape, and a fair score needs 8+ · coarse estimate ≈4.0/5 from 4 raw tape exchanges record → ← everyone

Every exchange below was scored with names hidden, four dimensions each from 1 to 5. An exchange's score is 0.30·directness + 0.30·coherence + 0.25·precision + 0.15·compression. The published score averages the raw tape exchange scores and shrinks small samples toward the cohort mean, so five great answers can't beat twenty good ones. Produced feed rows count only toward coarse estimates, never toward a full score.

clear all ✕
4exchanges match
4on raw tape
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Answered raw tape D 4 · C 4 · P 5 · Cm 4 4.25

Q How did that happen, right? Like, I mean, Silicon Valley was here, but they were in New York. Like, what was going on?

A Yeah, we just, there was a lot of good companies brewing in New York, and my concept with Silicon Valley Reporter was, well, they have Red Herring upside in the Bay, but I own New York, and I had Silicon Valley Reporter, and then I started one called Digital Coast Reporter in L.A. So I had two magazines, two conferences, two email newsletters, and I was kind of king of New York, right? I grew that business to ten million dollars in revenue off my credit cards, um, and, um, Had a, 75 to a hundred people working for me when I was 27 years old, and I didn't know anything about how to run a magazine, how to run Edsels. I taught myself everything.

AI assessment note: “there was a lot of good companies brewing in New York, and my concept”

Answered raw tape D 5 · C 4 · P 4 · Cm 3 4.15

Q Sax and Friedberg weren't, there was no besties originally, right?

A It was just you and Chamath. No, no, and to be the truth, like, uh, Friedberg and I weren't besties before All In. I mean, we knew each other, we were friends, but not besties. I was besties with Sax and Chamath, and now Friedberg is a bestie, um, and, but he, he played in the game, obviously, and we had just started to have a developer friendship, but anyway, That foursome kind of clicked, right? Pretty quickly. Um, and I think, you know, I was a really good interviewer. I'd studied interview techniques, and really, you know, after doing a, whatever, I'd done at least a thousand episodes of Twist at that point. And I had had Saxon many times, and Chamath, so I was very comfortable with them, and at the poker game, we break chops, and I make jokes, um, and Chamath's a great host, and we're just very comfortable with each other, uh, and, and Freeburg kind of joined that group, and, um, it clicked, and I think during the pandemic, and I, I thought maybe this last 10, 20 episodes, but during the pandemic, I think people wanted information, and, and I realized, like, oh.

AI assessment note: “Friedberg and I weren't besties before All In. I mean, we knew each other”

Answered raw tape D 5 · C 3 · P 5 · Cm 3 4.10

Q Were you set to go to college somewhere else?

A Well, that's another story, but I was set to go to Brooklyn College. I got into that. I had also taken the police exam to be a police officer. So my brother went into the force and then I said, you know what? I'm going to see if I can go to college and make that work. So I'm going to Brooklyn College. So I decided to work during the day and then I went to school four nights a week, six to nine PM. Carried full credits, 16 credits a semester. And, ah, I would work fixing laser printers all day. I was a bad student. Uh, I was always that student who underperformed. I didn't find great meaning in academics, but I had a computer when I was in high school, and I was more interested in playing with my 300 baud modem, which then became a 1200 baud modem, and my PC junior, so it kind of, you know, like many people of that era, we were sort of set on a path, because we were the first generation to have a computer at home. Uh, I actually had an Atari 2600, and it could play Tank, was the game that came with it, and Pong. And so my dad bought this for us when I was six or seven years old, in 1976, 1977, and he had one of the first Pong's in Brooklyn in his bar. So.

AI assessment note: “I was set to go to Brooklyn College. I got into that.”

Not addressed raw tape D 1 · C 4 · P 4 · Cm 3 2.95

Q What did your family think of this? Like?

A It was pretty heady stuff, because I wound up being on the cover of the New York Times on Charlie Rose, and they wrote a feature story about me for 8000 words in the New Yorker. So anyway, it's a really cool time in New York because at that time you were either in media or finance or art publishing. It was like a finite set and I was in publishing, but I was also in this new thing technology. And so everybody wanted in on that. It would be like the equivalent of crypto is today, like at its peak where like, and you were the equivalent of like Satoshi or something. Like it was crazy to be the New York internet guy.

AI assessment note: “It was pretty heady stuff, because I wound up being on the cover”

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