Sam Lessin's takes on emerging technology trends, hardware, software, and the future of computing.
Essays
April 12, 2026
· Week in Review
AI Is Not a Labor Crisis. It Is a Meaning Crisis.
"Civilizations are not mainly threatened by discomfort; they are threatened by superfluity"
People are worried about all sorts of things when it comes to AI… killer robots / AGI deciding to dispose of humanity (on purpose or by accident), a modern ...
April 05, 2026
· Week in Review
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...
March 28, 2026
· Week in Review
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...
March 20, 2026
· Week in Review
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...
March 14, 2026
· Week in Review
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 ...
March 06, 2026
· Week in Review
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...
February 27, 2026
· Week in Review
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 ...
February 14, 2026
· Week in Review
More or Less — In Everyone a Developer or No One A Developer?
A great conversation between ski runs … on the future of open networks vs. closed / monolithic AI companies… in the future is ‘everyone a developer’ … or are there no developers and everyone just builds things (just like everyone types)…...
February 09, 2026
· Week in Review
More or Less - Twitter Was Elon’s Ultimate Vibe Buy & Holy SpaceX
The world is moving so fast this big news feels already old… but we break down more Elon world… The ‘vibe buy’ of X (remember when he tried to back out) as a HUGELY positive move for shaping the narrative through the elites & degens ...
January 24, 2026
· Week in Review
More or Less — Have Secret or Own Narrative
Jess is in Davos… we are left behind with the riffraff… fun conversation around Clawdbot, Ralph — mercenary AI ‘founders’ … I was personally interested in some of the conversation we got into re: how to support hardware businesses in a world where your 8-...
January 20, 2026
· Week in Review
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...
January 09, 2026
· Week in Review
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...
January 05, 2026
· Week in Review
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...
November 07, 2025
· Week in Review
More or Less - Reflections from Etiquette School
This week we at slow ventures hosted our first ever etiquette finishing school for YC founders in the Four Seasons in SF — The rare business formal event in SF — We had fifty people in attendance and a long long wait list we couldn’t fulfill (next ti...
November 01, 2025
· Week in Review
Orizaba Climb & Reflections
This week Aaron, Dan and I went to Mexico to climb Orizaba — the third highest peak in North America at 18,500. Great food, great adventure, beautiful. 18K+ when you have been at sea level for months is pretty brutal to hot lap but worth it. Apparently Orizaba has become...
From the Podcast
One of my favorite companies ever is Constellation Software, right? It's a fucking beast.
— Sam Lessin, More or Less Ep 161
I mean, sure. Dave, but, uh, I think Dave was my second on the deal, but, like, we had Howie over, we loved the software, that we were literally, when we were building Fin, we were using Airtable. I was like, "This product's sick. We need to invest in it. Who's behind it?" Turned out it was Howie at Etax from back in the day. I knew him from his first startup. So we put 3 million bucks in at 90 post, which Dave did support me on. It was very rule-breaking for Slow at the time, 'cause it was too far along.
— Sam Lessin, More or Less Ep 161
It's the most competitive. Like, basically, the West Coast is where technology starts and moves east. All culture and, like, culture trends start i- east and move west.
— Sam Lessin, More or Less Ep 159
Uh, look, I think it goes a little bit back to the thing we've talked about many times on the pod, which is, like, look, is everyone a developer or no one a developer? Is everyone a platform partner or is no one a platform partner? Like, from my perspective, the problem is, like, I have all sorts of software running just for me on these stuff. I wouldn't consider myself a platform partner. Like, I wouldn't even consider myself a developer on them. I'm literally just, like, making the shit I want. And, like, it's really, really hard to see, like, what that ecosystem looks like because it really does mean that these developers are just consumers, right? And if they're just consumers, then, like, how do you deal with... Like, what are you gonna deal in everyone, then you just don't charge them? Like, what does that even mean?
— Sam Lessin, More or Less Ep 157
Ironic since we own the land there, but, like, it's true. The big problem with Tahoe this year was one of the best parts of Fourth of July in Tahoe is the military hardware that comes out and buzzes the lake.
— Sam Lessin, More or Less Ep 157
I, I'm like un- I'm completely, I'm completely uninterested in hardware. I like my iPhone. I think it's fine. I like my Garmin watch. I could imagine putting a button on my Garmin watch with a microphone. That would be kinda useful.
— Sam Lessin, More or Less Ep 158
But it i- but the problem is, it's, like, kinda like being like, you're talking about the, the stuff as though any one company can control it or any one country can control it. You can acknowledge the fact that giving technical, enormous amounts of technical leverage on all sorts of things has, could be bad for biological weapons or, like, this is, like, the... You can do all sorts of bad stuff with technology. You can do all sorts of good stuff with technology. You can do all sorts of bad stuff with technology. That's what technology is. If we had a monopoly on technology in the US, that would be different. We obviously don't, right? And so in some ways, like, having a, like... It's like all this stuff about global warming and the environment, where, like, one country can take action, but it's completely irrelevant because we live in a connected globe. So it's a dumb thing to do, right? Like-
— Sam Lessin, More or Less Ep 158
The fact that, like, the AI war thing will not be decided by, like, technology. It won't just happen naturally and occur naturally by the laws of economics, which gets you the best product at the cheapest price. People are making plays which are political, not business, right? If that makes sense.
— Sam Lessin, More or Less Ep 158
Yeah, exactly. So I, I don't know. I mean, like, I just... I don't know. My, my thing more is just, like, I'm just depressed about the entire thing. I have... I offer no advice. Like, I think, I think this has gone... Like, all of AI, these AI wars are, like, politics and not business or technology at this point, and, like, that's a bummer.
— Sam Lessin, More or Less Ep 158
I just think at the end of the day, like stopping people from moving software around the world, it's the same thing as stopping them from moving like books around the world. It's just con- it, it's like really weird, right? As a concept to like push on. And like, I'm just like-
— Sam Lessin, More or Less Ep 158
... this thing called the right to be forgotten, which is one of the dumbest laws ever written. Because you're like, how the hell are you gonna enforce that? Like you can't, it's like it makes no sense, right? Like, like from an intellectual, it's not how the internet works. It's like, you know, people used to make T-shirts with encryption algo- encryption, we can go back further. In the early internet, there was this big argument about whether encryption technology was a weapon and whether it could be exported from the US legally or not. And then all these like hackers would like literally just put encryption algorithms on T-shirts and walk around, 'cause they're so simple. It's like you can't stop this from moving cross border, right? And so the basic point with all this stuff again is like it, it's one thing if you're just like, okay, like the Chinese models are bad and like we're gonna put up a trade embargo on like copying like Chinese mo- using Chinese models from China, but we're gonna do it in the US. Like that, none of that's how the internet works. Like that's not how-
— Sam Lessin, More or Less Ep 158
I'm just looking at OpenAI's hardware. Oh, it's supply... What is SupplyCo with OpenAI? Is there, is this their thing?
— Sam Lessin, More or Less Ep 158
Yeah. Well, it's fascinating. We had a story over the weekend that Amazon had reached out to the government finding some vulnerabilities, and then someone else reported they only reached out to the government after Dario didn't pick up the phone call, which makes no sense. And then someone else reported it was part of their regularly scheduled meeting with the government. But now you have Anthropic's own partners that are involved in kind of talking about, you know, this model. Although they weren't necessarily talking about the power of it. And I think one of the most interesting things to come of this latest round with Anthropic in DC is the growing scrutiny on foreign nationals inside AI companies and what they can have access to. The government's now said that foreign nationals inside Anthropic can't have access to it. I kinda worry about that. I, I, I think we'd be in a very bad place if all of a sudden the software you have access to working on is dependent on your nationality when you're employed by a US company. That seems bad.
— Sam Lessin, More or Less Ep 154
But this is so funny, right? Like, what are we s- they're just selling... It's, whether it's a markdown file, which was the original basey harnesses or now we have fancier ways of talking about them. Like, it's really funny to be in this world where, like, everyone's like, "Software is dead," except for these things that are software.
— Sam Lessin, More or Less Ep 151
Two things can be true at the same time. Thing one is this stuff is so fun to build software with, and I have better software for myself than I've ever had, and I'm loving it, right? Two, it's actually a bad business, right? And, like, that's very hard for people to wrap their heads around that both things can be true at the same time.
— Sam Lessin, More or Less Ep 146
Tweets
The SaaS Era is Over ; Software is a Business Tool not a Business Model https://t.co/cMi3PxRaub
September 27, 2024
· 3549 likes
· link
Build Economies … Not Technology ... https://t.co/lCv8ImFB7Z
March 21, 2025
· 2166 likes
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We need to stop calling financing all software startups ‘venture capital’ when it is just plain old ‘private equity’... https://t.co/FTMybu2xf3
June 14, 2021
· 941 likes
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Never buy enterprise software except on the last day of the quarter...
September 30, 2022
· 921 likes
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Is anyone else finding they are using less and less software over time? https://t.co/1x7LxopsSP
July 29, 2024
· 276 likes
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i had one of these a decade ago called the narrative clip.... i get it intellectually, but it still isn't practically a thing anytime soon. beware the pivot to hardware... https://t.co/1dTVyfJbco
October 03, 2023
· 223 likes
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’Founder Mode’ doesn’t exist in a vacuum… it is a modern tech driven phenomenon where you can drop ‘middle management’ — it wasn't historically viable (in fact, middle management WAS a technology last generation ago!) https://t.co/tpNPAKk7T3
September 02, 2024
· 206 likes
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We are coming to the end of the road for west-cost 'software' oriented VC. The choice for firms is either to drop the 'venture' and compete with the onslaught of the mainline global financial system, or if they move on looking for what comes next https://t.co/TtxTHlrykx
August 04, 2021
· 185 likes
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pop quiz - what has higher margins than hardware... supplements. https://t.co/j5YcYReU2Z
December 12, 2024
· 162 likes
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@SebastianSzturo sadly that role no longer exists ... replaced by medical technology
September 08, 2024
· 107 likes
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From a financial perspective, LLMs are "content" not "technology" & the companies making them are at best like hollywood studios (and should be valued accordingly) https://t.co/h82vbMxC1D
June 12, 2024
· 103 likes
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The most valuable things in the world turn out to be either thousands of years old (commodities) or <50 years old (technology companies)... https://t.co/Mr3Eb8kpxA
April 10, 2021
· 69 likes
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If you want to consider the difference between software and services as businesses: Zoom is trading at 15b and Lyft is trading at 16b / basically the same market cap... lyft has 4x employees in corporate, 5x net revenue! #services_are_important_but_hard !
April 21, 2019
· 54 likes
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I distinctly remember in 2007 when the iPhone came out having an argument with a bain colleague (who later became a hedge-fund muckety muck) about apple. He was a bull and bought a lot of stock, I thought the hardware would get commoditized fast... I guess I was $2T wrong :)
August 19, 2020
· 50 likes
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When @kortina and I started the 'fin exploration company' in 2015 (predecessor to https://t.co/nma5oJtP6j) we wrote a 'charter' "to sail due west from port San Francisco with a small veteran crew seeking a shorter route to the end game of technology." ... fun historical document. https://t.co/8I15tE3Ilo
October 15, 2021
· 40 likes
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Technology leads to transparency which leads to accountability ;). how cool is this!? https://t.co/IqIeQxQwdm
February 02, 2023
· 39 likes
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@safwaankay check the history of software companies that try to build devices ... not pretty
October 03, 2023
· 37 likes
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"Software might be eating the world, but you can’t eat software." -- good line from an investor update.
March 13, 2022
· 35 likes
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@anuatluru i had one of these a decade ago called the narrative clip.... i get it intellectually, but it still isn't practically a thing anytime soon. beware the pivot to hardware...
October 03, 2023
· 32 likes
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Is it time to start thinking about software / internet driven companies as ultimately ‘consumable’? https://t.co/SVgJPOz9Ry
August 15, 2022
· 32 likes
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