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Sam Lessin on Technology Trends

Sam Lessin's takes on emerging technology trends, hardware, software, and the future of computing.

Essays

SWL Week in Review - AI Is Not a Labor Crisis. It Is a Meaning Crisis.

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 ...


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 - No Typists Anymore...

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)…...


SWL Week in Review - Chosen by the Claw.

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 ...


SWL Week in Review - half-kelly

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-...


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 - Etiquette

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...


SWL Week in Review - Orizaba Reflections

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

Dave, can you, can you back up and describe like, what's the software? And this is a question I ask is like, what, what is really open-claw? to me, again, when you think of the high level, it's persistence and identity on some level, right. but it doesn't, unlike a Linux server, like it's, it's not like a heavy piece of software. So when you think about like the few, how you define even the guardrails of like what open-claw is and what Matt, like what. What is it? mean, you know, it kind of blew up because it had some persistent memory. and like, did it, I mean, it's very useful and then like bridge to telegram. And so it made it really easy for less technical people to like consistently interact and build skills. Like that was kind of like, but like, there's not a lot of like complexity to that. And that's not necessarily a criticism. I'm just trying to understand, like, when you really got to the heart of it, what is this thing other than like kind of a shim?

— Sam Lessin, More or Less Ep 140

And like, it's just like, basically it's, or you could also call it, you could call it AI HR. Like I want an HR manager. I want like a, it's not HR, it's A-R-A-I-R, right? here's the thing, it's just like basically like for every a hundred software engineering jobs, there's going to be one master of bots job created, right? It'll be, you know, a hundred X downshift.

— Sam Lessin, More or Less Ep 140

And like, I know it just makes sense. The master's job is just like literally to manage the bots, deploy new bots, sit down with people who don't know the fuck they're doing and help them build the bots. Maybe build some software. It's just IT. It's just new IT.

— Sam Lessin, More or Less Ep 140

No, I think the Hollywoodians think nothing about nothing but about us. Are you kidding? All they do is think about technology all day long.

— Sam Lessin, More or Less Ep 139

And so I think there's this era of technology that in like technologists that were like obsessed with like, do we pixel perfect recreate the real world? And like, that's what's valuable, right? The hyper realism, but actually the reality is the mind is the most powerful machine, right? And what you're paying for is the prompting for imagination. You're not paying for like hyper reality, if that makes sense. So I actually think if you think about what's going to happen in a lot of spaces in fantasy, whatever, like Hyper realism, I think is quite overvalued. This goes also for like, you know, these AI generators that make these like Instagram creator girls that like are really hot and like they're all over Instagram now. I'm sure, I don't know if you guys get those. I don't know if you get those, but like Instagram is like full of fake, you don't get any fake bikini girls. It's like half of my Instagram and they're all fake.

— Sam Lessin, More or Less Ep 139

I will all is there's gonna be exceptions, but I don't think it's the point is there'll be network effects for sure. There'll be dark pools for sure. Software is totally commoditized. So the only thing you use software for is a lever to build the trust and a dark network or build the software as a lever into, know, you know, security or a brand or something that no one else can replicate. Like you cannot just write software that's valuable.

— Sam Lessin, More or Less Ep 139

You can't make any money on those. And the reason you can't make any money on those is because with open access, someone will always overbid or overprice. It just doesn't work. So it turns out that when markets get too efficient, they're bad businesses. And technology and AI makes markets efficient. The only way to have a good business, the only way to do a good venture deal is to have proprietary deal flow. You need a dark pool of deals that no one else knows about or dark pool of founders that no one else knows about or access that no one else has that's sustainable and ideally compact. And I think we're going to see this in a lot of things. We're like, the internet was all about bringing liquidity to marketplaces saying, okay, there is this inefficient market and we're going to make it more efficient and make money on it by effectively aggregating demand, supply and demand and hosting the market. I think that goes to zero value because it's too efficient and everything becomes in a company building sense about forget the software, forget the market story. It's all about can you own and control dark pools of value effectively? and then monetize them consistently.

— Sam Lessin, More or Less Ep 139

I totally get it. don't, I don't, I'm unconvinced it's a business, but I get it. Just because like, well, it's just like, it's like, yeah, that's, mean, first of all, there's, well, we can get into a few angles on it. think it's great that people are doing that and like it, but I just don't, you know, I think anything that is basically software, anything that's writing is fundamentally just going to be an undefensible business. Cause it's too easy to replicate over and over and over and only gets easier. You have to, the only way to build businesses is with dark pools or with

— Sam Lessin, More or Less Ep 139

I'm just saying, I'm not saying I wouldn't be. just think anything that's software is so easy to replicate that it's extremely hard to imagine any of stuff is defensible, right?

— Sam Lessin, More or Less Ep 139

So maybe, can I define it a little differently? Here's what I think is opportunistic, because I think what's really amazingly cool is effectively the IC engineers who weren't managers, maybe who didn't communicate well and can just manage. the real opportunity is engineering management getting flattened because I can just do so much more myself. I don't need to talk to anyone. The business thing is interesting because I actually think this is one of the big angsty things right now is like, if you were an amazing scribe, right in like the year one or a thousand BC, right? Like that was great, but you didn't know anything other than scribing. If all of sudden everyone can scribe, like you have no comparative advantage. Whereas like, if you know a business really well or whatever, there's still like some, maybe talk about the depth of expertise. Like there's some angle or some community you have trust with or you have relationships. Like there's other assets. I think the problem with being a pure scribe or a pure software engineer is like you don't, that doesn't, give you what you need to be successful at business, right? Like I do think it can knock out engineering management if you're a great IC engineer, but not a great manager, but I don't think it like, I actually think this is a real problem. There's a lot of people who's like core advantage or like if you were a computer in the year 1920 and really good at adding, it's like, you don't have to do that anymore, right? And that's what you're specialized in.

— Sam Lessin, More or Less Ep more_or_less_indian_wells_2026_03

Well, but here's the thing about silicon. No, but here's here's too late now. Here's the thing about, I think the more important element beyond just the structural unionization part is look, you're a software builder. To admit that you are worried about software taking your job as a software builder is to effectively say that you are a bad software engineer, right? Because it basically is, the story should be.

— Sam Lessin, More or Less Ep more_or_less_indian_wells_2026_03

I don't know. mean, am I a software engineer? Well, okay, I guess that's the semantic thing if you consider me a software engineer.

— Sam Lessin, More or Less Ep more_or_less_indian_wells_2026_03

It was interesting. was talking to some public markets investors that this week and they're like, I think this block thing is a bigger deal because it signals, cause they were saying like, we talked to really big companies. Like we see no AI impact on our workforce. And he's like, people have been saying, this is going to like change the narrative on that. And I, maybe that's true. But to me, it's like, yeah, like obviously these companies are all going to shrink a ton. And like, I don't know, Dave, you, you think Silicon Valley, you still believe that Silicon Valley isn't going to fire a ton of people. Cause like I mean, we're all 50 % cutters and you think everyone's still gonna have a software engineering job.

— Sam Lessin, More or Less Ep more_or_less_indian_wells_2026_03

CRM, it's so good. It's so good. There's a stuff you doing six months ago, you had to manually patch. Now it just understands how to... But it's just too easy. No one's going to build a company doing any of this stuff because it's too easy to build. There's no software defensibility to any of it. So you just have to be really pure on business model and why it is that you're have a compounding advantage versus you did something... that was quote unquote hard that a customer asked for and that's somehow valuable. I this is my number one rant. I've had several meetings this week where I feel like people are still stuck in the old model of building companies where they're like, I'm like, what are you working on? They're like, we did this. I'm like, why? It's like, well, we talked to the customers and the customer said they wanted X. So we built it for them and now we'll sell it to them. I'm like, no, you're not going to sell it to them. They might want X.

— Sam Lessin, More or Less Ep more_or_less_indian_wells_2026_03

Also congrats to France. Fichy is probably the most famous French person in technology. Like, big moment for the whole country.

— Sam Lessin, More or Less Ep 99

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 · link

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 · link

Never buy enterprise software except on the last day of the quarter...

September 30, 2022 · 921 likes · link

Is anyone else finding they are using less and less software over time? https://t.co/1x7LxopsSP

July 29, 2024 · 276 likes · link

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 · link

’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 · link

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 · link

pop quiz - what has higher margins than hardware... supplements. https://t.co/j5YcYReU2Z

December 12, 2024 · 162 likes · link

@SebastianSzturo sadly that role no longer exists ... replaced by medical technology

September 08, 2024 · 107 likes · link

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 · link

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 · link

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 · link

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 · link

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 · link

Technology leads to transparency which leads to accountability ;). how cool is this!? https://t.co/IqIeQxQwdm

February 02, 2023 · 39 likes · link

@safwaankay check the history of software companies that try to build devices ... not pretty

October 03, 2023 · 37 likes · link

"Software might be eating the world, but you can’t eat software." -- good line from an investor update.

March 13, 2022 · 35 likes · link

@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 · link

Is it time to start thinking about software / internet driven companies as ultimately ‘consumable’? https://t.co/SVgJPOz9Ry

August 15, 2022 · 32 likes · link