Vol. II · No. 259
Established 2025

smallweb

Wednesday, September 16, 2026
174 writers in the library
Tech · 2 shelves
TechCulture

Anil Dash.

Anil Dash on technology, culture, and the social impact of the web.

Recent essays

30 of 31

At 25, we are all New Yorkers, again

Every year, for 25 years, I’ve written on the observance of this anniversary. Some years, it’s been for me, some years it’s been for the people who’ve been with me along the way. Some years, I didn’t know why I was even doing it any more. But this year, for th…

Cancer Capital: It sucks for founders, too!

So, we've been breaking down the way venture capital has evolved over the last two decades or so (spoilers: it got worse!), but a lot of that has been kind of theoretical. Now it's time for us to talk about how that impacts players in the real world, at a prac…

Cancer Capital: VC didn’t use to work like this

When I talked about the rise of Cancer Capital, I mentioned that it represents a massive shift from how venture capital has worked over the years. But my conversations in recent years with people in tech, and especially with those outside the industry, reveal…

VC isn’t VC anymore — understanding the rise of Cancer Capital

We really, really need to talk about venture capital. Because it’s not “venture capital” anymore. There’s a huge disconnect between what most people think of VC, where an investor has a big fund and cuts checks to help a founder build a company, and the curren…

Why shaming people about AI slop isn’t enough to stop Big AI

These days, the conversation in tech and business, and in a lot of society, is still all AI, all the time. And one of the most fundamental questions boils down to: How do you get people to change what they’re doing in regard to AI? For people who (understandab…

Introducing Dashboard Touch, a build-your-own version of Touch ID

For years, I’ve wanted to have a standalone version of Apple’s Touch ID authentication feature for my Mac, but without having to use an Apple keyboard. (I generally like their keyboards, but my daily driver keyboard these days is a big clicky mechanical beast.…

Becoming Skilled at Making Documents

The vast majority of the documents people use to do business are really quite poor. Presentations that make your eyes glaze over, memos that are inscrutable or unclear, and all kinds of artifacts that say more about how they were created than whatever message…

How we’ll fight the platform war against Big AI

One aspect of strategy that’s been largely lost in the tech industry in recent years is how to compete against platforms, since the major tech companies have gotten so big that markets are no longer competitive. However, the AI market is still early enough, an…

Maybe it's time for lots of little indie AIs to take over

“[T]here can be alternatives. What we can imagine is, rather than the ChatGPT killer, a lot of different little AIs from little responsible players.” That’s me, in The Guardian a few days ago, trying to distill a message that I’ve been trying to get out as bro…

Why are the Artemis II photos on Flickr?

If you followed along with the recent joyful celebrations of the Artemis cruise around the moon, and took a moment to dive into the photographic archives of the mission, you might have noticed that all of the original images were shared by NASA on the venerabl…

(One) Good AI Is Here

The cultural battles over AI have broken down over predictable lines in the past few years, with critics rightfully calling out the big AI platforms for training on content without consent, recklessly building without considering environmental impact, and desi…

Discovering Prince, Ten Years Later

It's been a decade since we lost Prince, and I wanted to take a moment to offer a look back at some of the pieces I've written over the years, and share some of the work I've done, and hopefully it will give you a chance to explore some aspect of his artistry…

The Power of Possibility

It’s rare that you get to see work that directly helps those who most deserve it, but I want to tell you about the opportunity we so seldom get to actually contribute in a way that we know will have real impact. I’ve been on the board of the Lower Eastside Gir…

Y2K 2.0: The AI security reckoning

In just the last few weeks, we’ve seen a series of software security vulnerabilities that, until recently, would each have been the biggest exploit of the year in which they were discovered. Now, they’ve become nearly routine. There’s a new one almost every da…

When the crisis comes

These days, we’re all living in a constant state of crisis, foisted upon us by a world where those who are meant to keep things stable are the least stable factors in our lives. The chaos and stress of that reality makes it difficult to make any plans, let alo…

Actually, people love to work hard

One of the most infuriating tropes that I see repeated in media is executives (usually from boring old companies) insisting that their employees don’t want to work hard. Media outlets dutifully repeat this pernicious lie, despite there being no evidence to bac…

On the Vergecast, On Video

I finally got the chance to drop by one of my favorite podcasts, The Vergecast, where David Pierce had me on to talk about the recent conversation about Apple's moves around video podcasts, as well as the much broader big-picture considerations around keeping…

Defending Privacy, Daily

Yesterday, I had the chance to witness someone who's one of the most dedicated, competent advocates for privacy and digital rights bring that message to a whole new platform. It turns out, it's pretty delightful, especially in a moment when our civil liberties…

Endgame for the Open Web

You must imagine Sam Altman holding a knife to Tim Berners-Lee's throat. It's not a pleasant image. Sir Tim is, rightly, revered as the genial father of the World Wide Web. But, all the signs are pointing to the fact that we might be in endgame for "open" as w…

A Codeless Ecosystem, or hacking beyond vibe coding

There's been a remarkable leap forward in the ability to orchestrate coding bots, making it possible for ordinary creators to command dozens of AI bots to build software without ever having to directly touch code. The implications of this kind of evolution are…

Why We Speak

I've been working in and around the technology industry for a long time. Depending on how you count, it's 20 or 30 years. (I first started getting paid to put together PCs with a screwdriver when I was a teenager, but there isn't a good way to list that on Lin…

Codeless: From idea to software

Something actually new? There’s finally been a big leap forward in coding tech unlocked by AI — not just “it’s doing some work for me”, but “we couldn’t do this before”. What’s new are a few smart systems that let coders control fleets of dozens of coding bots…

Wikipedia at 25: What the web can be

When Wikipedia launched 25 years ago today, I heard about it almost immediately, because the Internet was small back then, and I thought “Well… good luck to those guys.” Because there had been online encyclopedias before Wikipedia, and anybody who really cared…

How to know if that job will crush your soul

Last week, we talked about one huge question, “How the hell are you supposed to have a career in tech in 2026?” That’s pretty specific to this current moment, but there are some timeless, more perennial questions I've been sharing with friends for years that I…

How Markdown took over the world

Nearly every bit of the high-tech world, from the most cutting-edge AI systems at the biggest companies, to the casual scraps of code cobbled together by college students, is annotated and described by the same, simple plain text format. Whether you’re trying…

500,000 tech workers have been laid off since ChatGPT was released

One of the key points I repeated when talking about the state of the tech industry yesterday was the salient fact that half a million tech workers have been laid off since ChatGPT was released in late 2022. Now, to be clear, those workers haven’t been laid off…

How the hell are you supposed to have a career in tech in 2026?

The number one question I get from my friends, acquaintances, and mentees in the technology industry these days is, by far, variations on the basic theme of, “what the hell are we supposed to do now?” There have been mass layoffs that leave more tech workers t…

What about “Nothing about us without us?”

As I was drafting my last piece on Friday, “They have to be able to talk about us without us”, my thoughts of course went to one of the most famous slogans of the disability rights movement, “Nothing about us without us.” I wasn’t unaware that there were simil…

They have to be able to talk about us without us

It’s absolutely vital to be able to communicate effectively and efficiently to large groups of people. I’ve been lucky enough to get to refine and test my skills in communicating at scale for a few decades now, and the power of talking to communities is the on…

Vibe Coding: Empowering and Imprisoning

In case you haven’t been following the world of software development closely, it’s good to know that vibe coding — using LLM tools to assist with writing code — can help enable many people to create apps or software that they wouldn’t otherwise be able to make…