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Sam Lessin on Media & Content

Sam Lessin's views on media, journalism, newsletters, content creation, and the future of information — as a columnist at The Information.

Essays

SWL Week in Review - AI Flippenings & 2x2s

More or Less Podcast — Flippenings OpenAI gets passed in revenue (and valuation) by Anthropic, Google might now eclipse Nvidia on market cap./ is within a breath… a moment of AI flippenings is upon us & the real story isn’t the vying for first place, it is the fact that there is a race at all… bec...


SWL Week in Review - WWE of Silicon Valley

More or Less — ‘Executive Chairman’ We riff on apple, Musk vs. Altman WWE ‘power fight’ (not a money fight)… UBI isn’t gonna solve much, cursor — Jensen’s ‘I didn’t wake up a loser’ stressy moment… my colonoscopy nurse hates AI, and more. HOT TAKES Narrative WWE Warfare When Story Matters More T...


SWL Week in Review - Looksmaxxing

More or Less Pod - AI Security Apocalypse For a while we have been gabbing about how AI completely breaks the business model of the internet / will end the internet by destroying how it makes money (the medium is the message… which is the business model) — but with all these inevitable AI security...


SWL Week in Review - Bot or Not

More or Less : Ladies Edition Dave and I went skiing… so the ladies invited some other non-sam-dave people on the podcast. Henrik and Ben on something called ?“donkeycorns”? … will watch it on the flight home because airplane wifi is actually starting to work (and yes, I 100% will pay more and choo...


SWL Week in Review - Master of Bots

More or Less - GTC & Claws Dave and Jess go on and on about GTC … shocker I didn’t go, but if Jensen wants to stop by the poorhouse and sauna for 3 hours he is more than welcome! Dave and I get into a pretty interesting discussion IMHO on ‘is Openclaw an OS’… what does an OS even mean / what is the...


SWL Week in Review - A Commodity Without Monopoly Power

More or Less — Dark Pools and Commodified Intelligence There is no question that developer demand more tokens… but do consumers? For what really? Is there any real margin in generic martix multiplication or is the market for ‘intelligence’ just the cost of power … and brutal competition in a world ...


SWL Week in Review - Claude Week

More or Less - Cutting Block Why aren’t the Silicon Valley engineers freaking out at Claude? Lack of union (like Hollywood)… or is freaking out admitting you are scared you aren’t good enough to be in the minority of engineers who will make more money vs. getting axed?! Also more on the ‘triangle t...


SWL Week in Review - Roblox for Adults

More or Less - Capitalism at Work Collapsing Margins to Zero We discuss Stripe / PayPal (the only question is regulatory / do collisions want to be in front of congress for years once administrations change over)… and spend a lot on this big question of what happens when building software goes the ...


SWL Week in Review - clawdbot

More Or Less — Clawdbot & the Personal Security Apocalypse Clawdbot is incredible. It’s also the moment you should immediately realize: this is how it ends. Local permissions to your drive, screen, and windows are the cleanest on-ramp imaginable to a locked-down internet, hardened enclaves, an...


SWL Week in Review - Positivity?

More or Less - A Touch Of Optimism? Thanks to all the folks who felt necessary to message back about my downer email last week… all the media people were like ‘yah this sounds right’ and all the investors were like ‘stop being a bummer’ for what that is worth… this weeks MOL / week 1 of 2026 we are...


SWL Week in Review - The Narratives of ’26

So what are the themes of the year that actually matter? The stories we tell ourselves about the world have always mattered a great deal… but we live in a particularly strong moment of narrative power and narrative instability. Fundamentally this is all because of the internet -- a new human superp...


SWL Week in Review - Whip not Muscle

More or Less — Predictions for 2026 We grade ourselves on our 2025 predictions and talk 2026… upshot — we did ‘ok’ on 2025, on 2026 we have a few you can actually hold us accountable for & a bunch you probably can’t. 2025 Predictions: Bitcoin Price, Solana ETFs, Crypto Regulation, Amazon Marketpl...


SWL Week in Review - Enemy of My Enemy

More or Less - Media Wars, 1010 Billboard Index, and Narrative Flywheel Fun MOL this week … ideas that really stuck with me from the conversation were around understanding 2025 entrepreneurial journey as planting a flag, building a team, and then positioning yourself to be able to ‘pivot into the n...


SWL Week in Review - Code Red Realities

More or Less — Code Red Realities We start non-Ai with an ode to Daniel Lurie’s social media game (excellent…) — and then go deep discussing OpenAI ‘code red’ realities… When the leader says ‘hard left’ but then can only shake free 5 engineers, how hard it is to hard pivot a bunch of expensive desi...


SWL Week in Review - Finger Size

More or Less - Wearables and Finger Size We discuss lots of angles on wearables… rings, earrings, glasses, and more…. Also somehow we have reversed roles and I am the one defending Apple??? Again. Checkins on ettiequte, mini-defense tanks, and more… Hot Takes Meta Etiquette — I just love how thi...


From the Podcast

So if you want out, you're welcome to be out. Now, I will say, Jessica did give me my only negative user feedback, which about notifications I've gotten so far, and I did immediately actually create a notification center so you can unsubscribe from those post notifications.

— Sam Lessin, More or Less Ep 157

The problem with it is like the, like there's some great irony to that example, although I think it's a good one to discuss, which is what do the models do immediately? Like the b- like OpenAI, whatever. They went and ripped the entire internet- ... and broke all copyright and stole everything, right? To like in order to build like version one, and then they get all mad about people distilling them, and like that's literally just people doing to you what you did to everyone. So like I think like-

— Sam Lessin, More or Less Ep 158

Bye, guys. If you enjoyed this show, please leave us a virtual high five by rating it and reviewing it on Apple Podcasts, Spotify, YouTube, or wherever you get your podcasts. Find more information about each episode in the show notes, and follow us on social media by searching for @moreorless, @davemorin, @lesson, @jlesson, and as for me, I'm @brit. See you guys next time.

— Sam Lessin, More or Less Ep 156

I don't think she's choosing to do this. I think the media has taken on a life of its own around this. I don't think she's trying to put any of this out.

— Sam Lessin, More or Less Ep 156

Except for please stay human, because I really think we're entering the, I know we're already in the loneliness epidemic because of social media, but this is entering this new scary, dark place, I think, where people are alone with their agents up at all hours, not having community and real social conversation, and I'm like really actually worried about it.

— Sam Lessin, More or Less Ep 156

But you guys get... Look, by the way, I actually like the movie trailer thing. We should come back to that. But te- set aside that for a moment. You guys remember when, like, TechCrunch, if you raised, like, half a million dollars, you used to, like, immediately write an article about how some kids raised half a million dollars and, like, now no one truly gives a fuck.

— Sam Lessin, More or Less Ep 151

Go Spurs go. Bye. If you enjoyed this show, please leave us a virtual high five by rating it and reviewing it on Apple Podcasts, Spotify, YouTube, or wherever you get your podcasts. Find more information about each episode in the show notes, and follow us on social media by searching for @moreorless, @davemorin, @lesson, @jlesson, and as for me, I'm @brit. See you guys next time.

— Sam Lessin, More or Less Ep 152

The first thing I need to talk about is that Disney spent $200 million on this movie. They've probably gotten, like, f- half a billion dollars of earned media through Taylor Swift. And-

— Sam Lessin, More or Less Ep 152

Disney spent $200 million on this movie. They've probably gotten, like, half a billion dollars of earned media through Taylor Swift.

— Sam Lessin, More or Less Ep 152

I have to look this up. I think it was the Victor company that I just saw some headline they raised. And they, they had been, like, messaging, and they're the ones who, like, had advertising in my newsletter. Probably should have asked them to invest.

— Sam Lessin, More or Less Ep 149

I think that what... The company that sponsored my newsletter just raised a ton of money. I, like, saw this, like, news flash by. I was like, "Wow, that's awesome."

— Sam Lessin, More or Less Ep 149

Y- or Instagram became Facebook. It's like Dave Moore, who doesn't use social media, liked this enough that I got the, "A friend of yours who hasn't posted in a long time is active," and it's like, ah, Dave has been brought back to social media.

— Sam Lessin, More or Less Ep 149

Yeah, yeah. I get it. I get it. I get it. I just think it's a really... Like, it's kind of like the, the algorithmic social media problem on, like, massive steroids, right? If it's distributed, you can't even stop it, right? And so it's like someone told me this week, I don't know if this is true or not, but it was an interesting fact. I was in a meeting. They were saying that the Chinese are running an $80 billion a year social engineering budget for so- b- against the US right now, right?

— Sam Lessin, More or Less Ep 146

That's funny. Like, the tech world is, like, much more focused on other things. That's very funny to me that, like, if you don't let them tweet, how will anyone have... make money on the news media?

— Sam Lessin, More or Less Ep 146

They're like, America doesn't have a population problem yet, but Japan totally does. They're like, "Yeah, we need robots. We've been in robots, and we want AI immediately because we're running out of humans." Right? So like, I think that's part of why the vibe is so different there on this stuff.

— Sam Lessin, More or Less Ep 142

Tweets

Required Reading for All VC Jobs — You Will Fail at Capitalism if You Haven’t Digested This Media https://t.co/5ehBL1L95c

March 21, 2025 · 2307 likes · link

This is the problem with the NYT losing so much trust in their journalism / neutrality. A jewish man is killed at a pro- palastian demonstration after being struck in the head by a megaphone by a pro Palestinian protester -- the NYT just skips that part .... The NYT OMITS… https://t.co/f7LmZaiQS0

November 07, 2023 · 1326 likes · link

1/ People who believe in 'citizen journalism' fundamentally don't understand is that the 'cost' of real information is very high. Finding new facts, and validating their truth, and carrying liability is structurally much more costly than citizens can afford alone.

July 10, 2020 · 995 likes · link

The US has a ban on foreign owned media for very valid national security reasons... if it wasn't clear before, it should be crystal clear now that there should be no loophole in that for "social" media -- this is a critical national security issue / not about politics. https://t.co/TUASomq3C1

October 25, 2023 · 701 likes · link

Why Micro-Payments for Journalism Don’t Work (Crypto or Otherwise)… https://t.co/OiDZaphGFs

August 16, 2021 · 620 likes · link

This is important to watch and understand is not at all isolated. media matters. The messages you give your kids ends up being destiny - and there is a very clear right and wrong here. https://t.co/yieoKIbA1S

December 15, 2023 · 210 likes · link

5/ So, yes, punditry - is indeed getting cheaper and cheaper & more ubiquitous. Today, content and commentary are truly the domain of individual citizens. Just don't confuse that with actual journalism / fact finding, which isn't gonna come from 'citizens'.

July 10, 2020 · 205 likes · link

So Jack Leaves Twitter... Twitter immediately commits to content moderation and Square immediately rebrands as a crypto-style .xyz -- in 2021 this makes 100% sense, i know where i would want to spend time ...

December 01, 2021 · 187 likes · link

6/ The challenge today is that with distribution costs at zero, punditry is nearly free to produce end-to-end but real information / journalism is still v expensive. This creates huge business pressure towards more high-margin punditry and less journalism / fact finding.

July 10, 2020 · 184 likes · link

look the obvious answer is accept the jet, immediately sell it and use cash to pay down the federal deficit....

May 13, 2025 · 164 likes · link

authenticity on social media... https://t.co/3ZwpZGJV6a

February 01, 2025 · 151 likes · link

This is hilarious -- Florida imposes fines on media companies for blocking speech / banning accounts... unless they have a theme park. https://t.co/LVLyeQ9iFl

May 24, 2021 · 132 likes · link

@bradrobertson the difference is that everyone understands social media to be untrustworthy, we need institutions like the NYT to represent a higher standard of trust, because if they are just social media as well, we are in a world of pain as a democracy

November 07, 2023 · 127 likes · link

Been playing with gpt-summarizing all the newsletters I get and then getting one 'meta-overview' daily ... https://t.co/6NoIJKsZoL if you want to play along https://t.co/GViVMcggWm

July 02, 2024 · 97 likes · link

@NickADobos not at all - we literally do not allow legally foreign ownership of media companies without a special waver, which tiktok does not have. You can say whatever you want ... just use a platform not controlled by foreigners.

October 30, 2023 · 93 likes · link

I have said it before & will say it again, when Softbank buys, you need to figure out how to sell immediately. We have a handful of seed investments left alive that I like still in the portfolio where SB came in later. I really hope it doesn't turn out to be a 100% kill rate :( https://t.co/7RlGBEDwDL

July 18, 2023 · 81 likes · link

Non-tenure track Harvard faculty just voted to organize under the United Auto Workers... if this were a private company the correct response would be to eliminate all non-tenure faculty positions immediately. back in reality that won't happen and this does not bode well. https://t.co/4yMQd28IA1

April 06, 2024 · 79 likes · link

On @a16z 's New Publication & Why The Modern Media Seems So Adversarial… https://t.co/SD9y2stYnu

January 21, 2021 · 79 likes · link

@scottiev not mentioning at all what the LA times is reporting as well as many many other sources, skipping the investigates as homesite part etc - actually is... unless they are 100% sure they are right and know what happened (and then they should mention and refute) - that is journalism

November 07, 2023 · 68 likes · link

When will the ridiculous scapegoating of social media stop working as a political tactic? https://t.co/28ns196SfF

July 17, 2021 · 66 likes · link