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Large language models have gotten much better at thinking in the past few years. Billions of dollars have been spent to study how they think…
6 months ago

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The importance of character in software engineering

Software engineers care a lot about being smart and knowledgeable. Conversations about how to become a better software engineer often center around learning more facts: programming language syntax, design patterns, details of how particular technologies work, and so on. It’s also undeniable that having a strong working memory is really useful, if only so you can fit more of a codebase in your head. However, there’s a whole other dimension to being a strong software engineer that doesn’t get talked about as much: character. What do I mean by character? I mean the kind of person you are: the quality of your internal self. For want of a better word, your “virtue” or “moral fiber”. In my experience, people with good character are dramatically more effective software engineers. There are approximately one million books about learning software engineering skills and approximately zero books about software engineering character. It’s a bit unfashionable today to talk about character, for some…

4 months ago 42 votes
How projects fail at large tech companies

How do projects fail at large tech companies? As I’ve said many times, failure means executives aren’t happy with how the project turned out. At healthy companies, that typically means that a sensible engineer wouldn’t be happy either, because the project didn’t work or users hated it. But what actually causes the projects to fail? I’ve seen a lot of projects go wrong - both up close and at a distance - in the last ten years. Here are the main reasons why. Doomed from the start Lots of projects fail because there’s no way they could possibly have succeeded. In American law, some cases get dismissed at “summary judgment”: even if the plaintiff succeeds in proving everything they aim to prove, it still wouldn’t add up to demonstrating enough illegal activity to win their case. At tech companies, some projects are like that: even if the plan goes off without a hitch, the project is still doomed to fail. Some doomed projects begin with over-ambitious plans. For instance, an executive…

4 months ago 40 votes
Getting things "done" in large tech companies

What does it mean to get things done? In the abstract, you can complete a mathematical proof or a problem set, but the real world is much fuzzier. Suppose I plant a tree in my backyard. Once the sapling is in the ground, is that done? Not really. There’s always more work to do: clearing the ground around it, watering, keeping pests away, pruning, and so on. Programming large web applications is more like planting a tree than completing a mathematical proof. Once you write a service, you can keep working on it forever if you want to. In large tech companies, this fact is a trap for competent but unagentic engineers. They see an infinite queue of tasks that they’re capable of doing, and they start delivering a stream of marginal improvements to a particular subsystem. From their perspective, it feels like they’re crushing it. After all, they’re putting out work at their top speed: no downtime, no waiting on other teams. But they’re not doing their actual job, which is to deliver the most…

4 months ago 31 votes
I don't care about your magic prompts

There’s a brand of tech influencer now that’s all about sharing the perfect prompt for any situation. The tweets in question typically read something like “this prompt will make you superhuman”, or “this prompt will be a 20k growth consultant in your pocket”. There’s a kernel of truth here - it’s surprising how much small alterations in a prompt can affect the quality of language model outputs - but overall it’s just a bit silly. Searching for the perfect prompt is just not how you should be engaging with language models. I’ve believed for a while that getting good at AI is not really about “prompt engineering”. Instead, it’s about getting a sense of what language models are good and bad at, of when it’s useful to continue a conversation with a LLM and when you should back out and start a brand-new conversation, of when to use reasoning models and when not to, of when you can broadly trust the model output and when you need to go over it with a fine-tooth comb, and so on. For instance…

4 months ago 40 votes
The valley of engineering despair

I have delivered a lot of successful engineering projects. When I start on a project, I’m now very (perhaps unreasonably) confident that I will ship it successfully. Even so, in every single one of these projects there is a period - perhaps a day, or even a week - where it feels like everything has gone wrong and the project will be a disaster. I call this the valley of engineering despair. A huge part of becoming good at running projects is anticipating and enduring this period. The start of a project always feels good. I have a clear idea of what needs doing, and there’s plenty of time to do it. The very end of a project usually feels good too - by that point all the important pieces are ready, and it’s just a matter of getting the final tweaks and bugfixes in. The hard part is the middle of the project, when all these things are happening at the same time: You’re discovering that some of the things you thought would be easy are actually surprisingly hard New requirements have come…

4 months ago 37 votes

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A guide to understanding AI as normal technology

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9 hours ago 4 votes
Pluralistic: Trump steals $400b from American workers (09 Sep 2025)

Today's links Trump steals $400b from American workers: You get a noncompete, and you get a noncompete, and you get a noncompete! Hey look at this: Delights to delectate. Object permanence: Spying baby-monitors; FBI tests spy-gear at Burning Man; Little Brother optioned by Paramount; Best-paid CEOs have worst-paid workers. Upcoming appearances: Where to find me. Recent appearances: Where I've been. Latest books: You keep readin' em, I'll keep writin' 'em. Upcoming books: Like I said, I'll keep writin' 'em. Colophon: All the rest. Trump steals $400b from American workers (permalink) Trump's stolen a lot of workers' wages over the years, but this week, he has become history's greatest thief of wages, having directed his FTC to stop enforcing its ban on noncompetes "agreements," a move that will cost American workers $400 billion over the next ten years: https://prospect.org/labor/2025-09-09-trump-lets-bosses-grab-400-billion-worker-pay-noncompete-agreements/ The argument for noncompetes is this: modern industry is IP-intensive, and IP-intensive businesses need noncompetes, otherwise workers will take proprietary information with them when they walk out the door and bring it to a competitor. Who would invest in an IP-intensive firm under those circumstances? I'll tell you who would: Hollywood and Silicon Valley. These are two most IP-intensive industries in human history, both of which were incubated in California, a state whose constitution prohibits noncompetes and has done so through the entire history of those two industries. Indeed, we wouldn't have a Silicon Valley if California had noncompetes. Silicon Valley was founded by Robert Shockley, who won the Nobel Price for his role in inventing the silicon transistor (hence Silicon Valley). Shockley was a paranoid, virulent racist who couldn't produce a working chip because he was consumed by eugenic fervor and spent all his time on the road offering shares of his Nobel prize money to Black women who would agree to have their tubes tied. Lucky for (literally) everyone (except Robert Shockley), California doesn't have noncompetes, so eight of his top engineers ("The Traitorous Eight") were able to quit Shockley Semiconductor and start the first successful chip business: Fairchild Semiconductor. And then two of Fairchild's top engineers quit to found Intel: https://pluralistic.net/2021/10/24/the-traitorous-eight-and-the-battle-of-germanium-valley/ It's not just Silicon Valley that's rooted in wresting IP away from asshole control-freaks: that's Hollywood's story, too. Ever wonder how it was that movies were invented at Edison Labs in New Jersey, but the film industry was incubated in California, literally as far away from Edison as you could possibly get without ending up in Mexico? In short: California got the motion picture industry because Edison was an asshole who used his patents to control what kinds of movies could be made and to suck rents out of filmmakers to license those patents. So the most ambitious filmmakers in America fled to California, where Edison couldn't easily enforce his patents, and founded Hollywood: https://www.nytimes.com/2005/08/21/weekinreview/lala-land-the-origins.html?unlocked_article_code=1.kk8.5T1M.VSaEsN5Vn9tM&smid=url-share And Hollywood stayed in Calfornia, a place where noncompetes couldn't be enforced, where "IP" could hop from one studio to another, smuggled out between the ears of writers, actors, directors, SFX wizards, prop makers, scenepainters, makeup artists, costumers, and the most creative professionals in Hollywood: accountants. Empirically speaking, the function of noncompetes is to trap good workers and good ideas in companies controlled by asshole bosses who can't get anything done. Any disinvestment that can be attributed to the absence of noncompetes is completely swamped by the dividends generated by good workers and good ideas escaping from control-freak asshole bosses and founding productive firms. As ever, money talks and bullshit walks. Today, one in 18 US workers is trapped by a noncompete, and those aren't the knowledge workers of Silicon Valley workers or Hollywood. So who is captured by this form of contractual indenture? The median US worker under noncompete is a fast-food worker stuck with the tipped minimum wage, or a pet groomer making the regular minimum wage. The function of the noncompete in America isn't to secure investment for knowledge-intensive industries – it's to stop the cashier at Wendy's from getting an extra $0.25/hour working the fry-trap at the McDonald's across the street. Noncompetes are an integral part of the conservative project, which is the substitution of individual power for democratic choice. As Dan Savage puts it, the GOP agenda is "Husbands you can't leave [ed: ending no-fault divorce], pregnancies you can't prevent or terminate [ed: banning contraception and abortion], politicians you can't vote out of office [ed: gerrymandering and voter suppression." Add to that: jobs you can't quit. It's not just noncompetes that lock workers to shitty bosses. When Biden's FTC investigated the issue, they revealed a widespread practice called "training repayment agreement provision," (TRAPs) that puts workers on the hook for thousands of dollars if they quit or get fired: https://pluralistic.net/2022/08/04/its-a-trap/#a-little-on-the-nose A TRAPped worker – often a pet-groomer at a private equity-owned giant like Petsmart – is charged $5,500 or more for three weeks of "training" that actually amount to one or two weeks of sweeping up pet-hair. But if they leave or get fired in the next three years, they have to pay back that whole amount: https://pluralistic.net/2022/08/04/its-a-trap/#a-little-on-the-nose A closely related concept is "bondage fees," which have been imposed on whole classes of workers, like doormen in NYC apartment buildings: https://pluralistic.net/2023/04/21/bondage-fees/#doorman-building These fees trap workers in dead-end jobs by forcing anyone who hires them away to pay massive fees to their former employers. It's just another way to lock workers to businesses. The irony here is that conservatives claim to worship "voluntarism" and "free choice," and insist that the virtue of markets is that they "aggregate price signals" so that companies can respond to these signals by efficiently matching demand to supply. But though conservatives say they worship free choice as an engine of economic efficiency, they understand that their ideas are so unpopular that they can only succeed if people are coerced into adopting them, hence voter suppression, gerrymandering, noncompetes, and other heads-I-win/tails-you-lose propositions. Noncompetes aren't about preventing the loss of IP – they're about preventing the loss of process knowledge, the know-how to turn ideas into products and services. Bosses love IP, because it can be alienated, hoarded and sold, while process knowledge is ineluctably vested in the bodies, minds and relations of workers. No IP law can keep employees from taking process knowledge with them on their way out the door, so bosses want to ban them from leaving: https://pluralistic.net/2025/09/08/process-knowledge/#dance-monkey-dance Biden's FTC banned noncompetes nationwide, for nearly every category of employment, deeming them an "unfair method of competition": https://www.ftc.gov/news-events/news/press-releases/2023/03/ftc-extends-public-comment-period-its-proposed-rule-ban-noncompete-clauses-until-april-19 FTC economists estimated that killing noncompetes would result in $400b in wage gains for the American workforce over the next decade, as good workers migrated to good bosses. Of course this was challenged by the business lobby, which sued to get the rule overturned. Trump's FTC has not only declined to defend the rule in court, they've also decided to stop trying to enforce it. Trump is now the king of wage-theft, and MAGA is a relentless engine of enshittification. After all, the thesis of enshittification is that companies make their products and practices worse for suppliers, users and business customers only when they calculate that they can do so without facing punishment – from regulators, competitors, or workers. Trump's regulators are all either comatose or so captured they wear gimpsuits and leashes in public. They're not keeping companies in line. And his antitrust shops have turned into pay-for-play operations, where a $1m payment to a MAGA influencer gets your case dropped: https://www.thebignewsletter.com/p/an-attempted-coup-at-the-antitrust Trump neutered the National Labor Relations Board and now he's revived indentured servitude nationwide, formalizing the idea of government-backed jobs you can't quit. If you can't quit your job or vote our your politicians, why wouldn't your boss or your elected representative just relentless fuck you over? Not merely for sadism's sake (though sadism undoubtedly plays a part here), but simply to make things better for themselves by making things worse for you? It's exactly the same logic of platform lock-in: once you can't leave, they don't have to keep you happy. Formalizing the legality of noncompetes will only lead to their monotonic spread. When Antonin Scalia greenlit binding arbitration waivers in consumer contracts, only a tiny number of companies used them, forcing customers to sign away their right to sue them no matter how badly, negligently or criminally they behaved. Today, binding arbitration has expanded into every kind of contract, even to the point where groovy, open source, decentralized, federated social media platforms are forcing it on their users: https://pluralistic.net/2025/08/15/dogs-breakfast/#by-clicking-this-you-agree-on-behalf-of-your-employer-to-release-me-from-all-obligations-and-waivers-arising-from-any-and-all-NON-NEGOTIATED-agreements Same for noncompetes: as private equity rolls up whole sectors – funeral homes, pet groomers, hospices – they will stuff noncompetes into the contracts of every employer in each industry, so no matter where a worker applies for a job, they'll have to sign a noncompete. Why wouldn't they? If workers can't leave, they'll accept worse working conditions and lower pay. The best workers will be stuck with the worst employers. And despite owing their existence to bans on noncompetes Silicon Valley and Hollywood will happily cram noncompetes down their workers' throats. If you doubt it, just read up on the "no poach" scandal, where the biggest tech and movie companies entered into a criminal conspiracy not to hire away each others' employees: https://en.wikipedia.org/wiki/High-Tech_Employee_Antitrust_Litigation The conservative future, folks: jobs you can't quit, politicians you can't vote out of office, husbands you can't divorce, and pregnancies you can't prevent or terminate. Hey look at this (permalink) Nate Silver's big list of grievances https://www.garbageday.email/p/nate-silver-s-big-list-of-grievances Electronic Dance Music vs. Copyright: Law as Weaponized Culture https://drive.proton.me/urls/TVH0PW4TZ8#EM5VMl1BUlny Google admits the open web is in ‘rapid decline’ https://www.theverge.com/news/773928/google-open-web-rapid-decline Britain Owes Palestine https://www.britainowespalestine.org/ A Dramatic Reading of The Recent New York Times Dispatch from the Hamptons. https://bsky.app/profile/zohrankmamdani.bsky.social/post/3lyech7chqs2q Object permanence (permalink) #20yrsago Crooks take anti-forensic countermeasures https://www.newscientist.com/article/mg18725163-800-television-shows-scramble-forensic-evidence/ #20yrsago Recording industry demands digital radio broadcast flag https://web.archive.org/web/20051018100306/https://www.godwinslaw.org/weblog/archive/2005/09/09/riaas-big-push-to-copy-protect-digital-radio #20yrsago Unicef/Save the Children sell out to recording industry https://web.archive.org/web/20050914034709/http://www.promusicae.org/pdf/campana_jovenes_musica_e_internet.pdf #15yrsago TSA forces pregnant traveller into full-body scanner https://web.archive.org/web/20100910235117/https://consumerist.com/2010/09/pregnant-traveler-tsa-screeners-bullied-me-into-full-body-scan.html #10yrsago Help crowdfund a relentless tsunami of FOIA requests into America’s private prisons https://www.muckrock.com/project/the-private-prison-project-8/ #10yrsago Your baby monitor is an Internet-connected spycam vulnerable to voyeurs and crooks https://web.archive.org/web/20210505050810/https://www.rapid7.com/blog/post/2015/09/02/iotsec-disclosure-10-new-vulns-for-several-video-baby-monitors/ #10yrsago Inept copyright bot sends 2600 a legal threat over ink blotches https://www.2600.com/content/2600-accused-using-unauthorized-ink-splotches #10yrsago FBI used Burning Man to field-test new surveillance equipment https://www.muckrock.com/news/archives/2015/sep/01/burning-man-fbi-file/ #10yrsago Fury Road, hieroglyph edition https://imgur.com/gallery/you-will-ride-eternal-papyrus-chrome-you-will-ride-eternal-papyrus-chrome-BxdOcTr#/t/chrome #10yrsago Little Brother optioned by Paramount https://www.tracking-board.com/tb-exclusive-paramount-pictures-picks-up-ny-times-bestselling-ya-novel-little-brother/ #10yrsago Record street-marches in Moldova against corrupt oligarchs https://www.euractiv.com/section/europe-s-east/news/moldova-banking-scandal-fuels-biggest-protest-ever/ #5yrsago Germany's amazing new competition proposalhttps://pluralistic.net/2020/09/09/free-sample/#wunderschoen #5yrsago DRM versus human rights https://pluralistic.net/2020/09/09/free-sample/#que-viva #1yrago America's best-paid CEOs have the worst-paid employees https://pluralistic.net/2024/09/09/low-wage-100/#executive-excess Upcoming appearances (permalink) Ithaca: Enshittification at Buffalo Street Books, Sept 11 https://buffalostreetbooks.com/event/2025-09-11/cory-doctorow-tcpl-librarian-judd-karlman Ithaca: AD White keynote (Cornell), Sep 12 https://deanoffaculty.cornell.edu/events/keynote-cory-doctorow-professor-at-large/ Ithaca: Enshittification at Autumn Leaves Books, Sept 13 https://www.autumnleavesithaca.com/event-details/enshittification-why-everything-got-worse-and-what-to-do-about-it Ithaca: Radicalized Q&A (Cornell), Sept 16 https://events.cornell.edu/event/radicalized-qa-with-author-cory-doctorow Ithaca: The Counterfeiters (Dinner/Movie Night) (Cornell), Sept 17 https://adwhiteprofessors.cornell.edu/visits/cory-doctorow/ Ithaca: Communication Power, Policy, and Practice (Cornell), Sept 18 https://events.cornell.edu/event/policy-provocations-a-conversation-about-communication-power-policy-and-practice Ithaca: A Reverse-Centaur's Guide to Being a Better AI Critic (Cornell), Sept 18 https://events.cornell.edu/event/2025-nordlander-lecture-in-science-public-policy NYC: Enshittification and Renewal (Cornell Tech), Sept 19 https://www.eventbrite.com/e/enshittification-and-renewal-a-conversation-with-cory-doctorow-tickets-1563948454929 NYC: Brooklyn Book Fair, Sept 21 https://brooklynbookfestival.org/event/big-techs-big-heist-cory-doctorow-in-conversation-with-adam-becker/ DC: Enshittification with Rohit Chopra (Politics and Prose), Oct 8 https://politics-prose.com/cory-doctorow-10825 NYC: Enshittification with Lina Khan (Brooklyn Public Library), Oct 9 https://www.bklynlibrary.org/calendar/cory-doctorow-discusses-central-library-dweck-20251009-0700pm New Orleans: DeepSouthCon63, Oct 10-12 http://www.contraflowscifi.org/ Chicago: Enshittification with Anand Giridharadas (Chicago Humanities), Oct 15 https://www.oldtownschool.org/concerts/2025/10-15-2025-kara-swisher-and-cory-doctorow-on-enshittification/ San Francisco: Enshittification at Public Works (The Booksmith), Oct 20 https://app.gopassage.com/events/doctorow25 Madrid: Conferencia EUROPEA 4D (Virtual), Oct 28 https://4d.cat/es/conferencia/ Miami: Enshittification at Books & Books, Nov 5 https://www.eventbrite.com/e/an-evening-with-cory-doctorow-tickets-1504647263469 Recent appearances (permalink) Nerd Harder! (This Week in Tech) https://twit.tv/shows/this-week-in-tech/episodes/1047 Techtonic with Mark Hurst https://www.wfmu.org/playlists/shows/155658 Cory Doctorow DESTROYS Enshittification (QAA Podcast) https://soundcloud.com/qanonanonymous/cory-doctorow-destroys-enshitification-e338 Latest books (permalink) "Picks and Shovels": a sequel to "Red Team Blues," about the heroic era of the PC, Tor Books (US), Head of Zeus (UK), February 2025 (https://us.macmillan.com/books/9781250865908/picksandshovels). "The Bezzle": a sequel to "Red Team Blues," about prison-tech and other grifts, Tor Books (US), Head of Zeus (UK), February 2024 (the-bezzle.org). "The Lost Cause:" a solarpunk novel of hope in the climate emergency, Tor Books (US), Head of Zeus (UK), November 2023 (http://lost-cause.org). "The Internet Con": A nonfiction book about interoperability and Big Tech (Verso) September 2023 (http://seizethemeansofcomputation.org). Signed copies at Book Soup (https://www.booksoup.com/book/9781804291245). "Red Team Blues": "A grabby, compulsive thriller that will leave you knowing more about how the world works than you did before." Tor Books http://redteamblues.com. "Chokepoint Capitalism: How to Beat Big Tech, Tame Big Content, and Get Artists Paid, with Rebecca Giblin", on how to unrig the markets for creative labor, Beacon Press/Scribe 2022 https://chokepointcapitalism.com Upcoming books (permalink) "Canny Valley": A limited edition collection of the collages I create for Pluralistic, self-published, September 2025 "Enshittification: Why Everything Suddenly Got Worse and What to Do About It," Farrar, Straus, Giroux, October 7 2025 https://us.macmillan.com/books/9780374619329/enshittification/ "Unauthorized Bread": a middle-grades graphic novel adapted from my novella about refugees, toasters and DRM, FirstSecond, 2026 "Enshittification, Why Everything Suddenly Got Worse and What to Do About It" (the graphic novel), Firstsecond, 2026 "The Memex Method," Farrar, Straus, Giroux, 2026 "The Reverse-Centaur's Guide to AI," a short book about being a better AI critic, Farrar, Straus and Giroux, 2026 Colophon (permalink) Today's top sources: Currently writing: "The Reverse Centaur's Guide to AI," a short book for Farrar, Straus and Giroux about being an effective AI critic. FIRST DRAFT COMPLETE AND SUBMITTED. A Little Brother short story about DIY insulin PLANNING This work – excluding any serialized fiction – is licensed under a Creative Commons Attribution 4.0 license. That means you can use it any way you like, including commercially, provided that you attribute it to me, Cory Doctorow, and include a link to pluralistic.net. https://creativecommons.org/licenses/by/4.0/ Quotations and images are not included in this license; they are included either under a limitation or exception to copyright, or on the basis of a separate license. Please exercise caution. How to get Pluralistic: Blog (no ads, tracking, or data-collection): Pluralistic.net Newsletter (no ads, tracking, or data-collection): https://pluralistic.net/plura-list Mastodon (no ads, tracking, or data-collection): https://mamot.fr/@pluralistic Medium (no ads, paywalled): https://doctorow.medium.com/ Twitter (mass-scale, unrestricted, third-party surveillance and advertising): https://twitter.com/doctorow Tumblr (mass-scale, unrestricted, third-party surveillance and advertising): https://mostlysignssomeportents.tumblr.com/tagged/pluralistic "When life gives you SARS, you make sarsaparilla" -Joey "Accordion Guy" DeVilla READ CAREFULLY: By reading this, you agree, on behalf of your employer, to release me from all obligations and waivers arising from any and all NON-NEGOTIATED agreements, licenses, terms-of-service, shrinkwrap, clickwrap, browsewrap, confidentiality, non-disclosure, non-compete and acceptable use policies ("BOGUS AGREEMENTS") that I have entered into with your employer, its partners, licensors, agents and assigns, in perpetuity, without prejudice to my ongoing rights and privileges. You further represent that you have the authority to release me from any BOGUS AGREEMENTS on behalf of your employer. ISSN: 3066-764X

5 hours ago 1 votes
AI Roundup 134: The young and the jobless

September 5, 2025.

4 days ago 7 votes
Pluralistic: Canny Valley (04 Sep 2025)

Today's links Canny Valley: My little art-book is here! Hey look at this: Delights to delectate. Object permanence: Ballmer throws a chair; Bruce Sterling on Singapore; RIP David Graeber; Big Car warns of lethal Right to Repair. Upcoming appearances: Where to find me. Recent appearances: Where I've been. Latest books: You keep readin' em, I'll keep writin' 'em. Upcoming books: Like I said, I'll keep writin' 'em. Colophon: All the rest. Canny Valley (permalink) I've spent every evening this week painstakingly unpacking, numbering and signing 500 copies of my very first art-book, a strange and sturdy little volume called Canny Valley. Canny Valley collects 80 of the best collages I've made for my Pluralistic newsletter, where I publish 5-6 essays every week, usually headed by a strange, humorous and/or grotesque image made up of public domain sources and Creative Commons works. These images are made from open access sources, and they are themselves open access, licensed Creative Commons Attribution Share-Alike, which means you can take them, remix them, even sell them, all without my permission. I never thought I'd become a visual artist, but as I've grappled with the daily challenge of figuring out how to illustrate my furious editorials about contemporary techno-politics, especially "enshittification," I've discovered a deep satisfaction from my deep dives into historical archives of illustration, and, of course, the remixing that comes afterward. Over the years, many readers have asked whether I would ever collect these in a book. Then I ran into Creative Commons CEO Anna Tumadóttir and we brainstormed ideas for donor gifts in honor of Creative Commons' 25th anniversary. My first novel was the first book ever released under a CC license, and while CC has gone on to bigger and better things (without CC there'd be no Wikipedia!), I never forget that my own artistic career and CC's trajectory are co-terminal: https://craphound.com/down/download/ Talking with Anna, I hit on the idea of making a beautiful little book of my favorite illustrations from Pluralistic. Anna thought CC could use about 400 of these, and all the printers I talked to offered me a pretty great quantity break at 500, so I decided I'd do it, and offer the excess 100 copies as premiums in my next Kickstarter, for the enshittification book: https://www.kickstarter.com/projects/doctorow/enshittification-the-drm-free-audiobook/ That Kickstarter is going really well – about to break $100,000! – and as I type these words, there are only five copies of Canny Valley up for grabs. I'm pretty sure they'll be gone long before the campaign closes in ten days. Of course, the fact that you can't get a physical copy of the book doesn't mean that you can't get access to all its media. Here's the full set of all 238 collages, in high-rez, for your plundering pleasure: https://www.flickr.com/photos/doctorow/albums/72177720316719208 But there is one part of this book that's not online: my pal and mentor Bruce Sterling, a cyberpunk legend turned electronic art impressario turned assemblage sculptor, wrote me a brilliant foreword for Canny Valley. Bruce gave me the go-ahead to license this CC BY 4.0 as well, and so I'm reproducing it below. Having spent several days now handling hundreds of these books, I have to say, I am indecently pleased with how they turned out, which is all down to other people. My friend John Berry, a legendary book designer and typographer, laid it out: https://johndberry.com/ And the folks at LA's best comics shop, Secret Headquarters, hooked me up with an incredible printer, the 100+ year old Pasadena institution Typecraft: https://www.typecraft.com/live2/who-we-are.html Typecraft ran this on a gorgeous Indigo printer on 100lb Mohawk paper that just drank the ink. The PVA glue in the binding will last a century, and the matte coat cover doesn't pick up smudges or fingerprints. It's a stunning little artifact. This has been so much fun (and such a success) that I imagine I'll do future volumes in the years to come. In the meantime, enjoy Bruce's intro, and join me in basking in the fact that "enshittification" has made Webster's: https://bsky.app/profile/merriam-webster.com/post/3lxxhhxo4nc2e INTRODUCTION by Bruce Sterling In 1970 a robotics professor named Masahiro Mori discovered a new problem in aesthetics. He called this "bukimi no tani genshō." The Japanese robots he built were functional, so the "bukimi no tani" situation was not an engineering problem. It was a deep and basic problem in the human perception of humanlike androids. Humble assembly robots, with their claws and swivels, those looked okay to most people. Dolls, puppets and mannequins, those also looked okay. Living people had always aesthetically looked okay to people. Especially, the pretty ones. However, between these two realms that the late Dr Mori was gamely attempting to weld together — the world of living mankind and of the pseudo-man-like machine– there was an artistic crevasse. Anything in this "Uncanny Valley" looked, and felt, severely not-okay. These overdressed robots looked and felt so eerie that their creator's skills became actively disgusting. The robots got prettier, but only up to a steep verge. Then they slid down the precipice and became zombie doppelgangers. That's also the issue with the aptly-titled "Canny Valley" art collection here. People already know how to react aesthetically to traditional graphic images. Diagrams are okay. Hand-drawn sketches and cartoons are also okay. Brush-made paintings are mostly fine. Photographs, those can get kind of dodgy. Digital collages that slice up and weld highly disparate elements like diagrams, cartoons, sketches and also photos and paintings, those trend toward the uncanny. The pixel-juggling means of digital image-manipulation are not art-traditional pencils or brushes. They do not involve the human hand, or maybe not even the human eye, or the human will. They're not fixed on paper or canvas; they're a Frankenstein mash-up landscape of tiny colored screen-dots where images can become so fried that they look and feel "cursed." They're conceptually gooey congelations, stuck in the valley mire of that which is and must be neither this-nor-that. A modern digital artist has billions of jpegs in files, folders, clouds and buckets. He's never gonna run out of weightless grist from that mill. Why would Cory Doctorow — novelist, journalist, activist, opinion columnist and so on — want to lift his typing fingers from his lettered keyboard, so as to create graphics with cut-and-paste and "lasso tools"? Cory Doctorow also has some remarkably tangled, scandalous and precarious issues to contemplate, summarize and discuss. They're not his scandalous private intrigues, though. Instead, they're scandalous public intrigues. Or, at least Cory struggles to rouse some public indignation about these intrigues, because his core topics are the tangled penthouse/slash/underground machinations of billionaire web moguls. Cory really knows really a deep dank lot about this uncanny nexus of arcane situations. He explains the shameful disasters there, but they're difficult to capture without torrents of unwieldy tech jargon. I think there are two basic reasons for this. The important motivation is his own need to express himself by some method other than words. I'm reminded here of the example of H. G. Wells, another science fiction writer turned internationally famous political pundit. HG Wells was quite a tireless and ambitious writer — so much so that he almost matched the torrential output of Cory Doctorow. But HG Wells nevertheless felt a compelling need to hand-draw cartoons. He called them "picshuas." These hundreds of "picshuas" were rarely made public. They were usually sketched in the margins of his hand-written letters. Commonly the picshuas were aimed at his second wife, the woman he had renamed "Jane." These picshuas were caricatures, or maybe rapid pen-and-ink conceptual outlines, of passing conflicts, events and situations in the life of Wells. They seemed to carry tender messages to Jane that the writer was unable or unwilling to speak aloud to her. Wells being Wells, there were always issues in his private life that might well pose a challenge to bluntly state aloud: "Oh by the way, darling, I've built a second house in the South of France where I spend my summers with a comely KGB asset, the Baroness Budberg." Even a famously glib and charming writer might feel the need to finesse that. Cory Doctorow also has some remarkably tangled, scandalous and precarious issues to contemplate, summarize and discuss. They're not his scandalous private intrigues, though. Instead, they're scandalous public intrigues. Or, at least Cory struggles to rouse some public indignation about these intrigues, because his core topics are the tangled penthouse/slash/underground machinations of billionaire web moguls. Cory really knows really a deep dank lot about this uncanny nexus of arcane situations. He explains the shameful disasters there, but they're difficult to capture without torrents of unwieldy tech jargon. So instead, he diligently clips, cuts, pastes, lassos, collages and pastiches. He might, plausibly, hire a professional artist to design his editorial cartoons for him. However, then Cory would have to verbally explain all his political analysis to this innocent graphics guy. Then Cory would also have to double-check the results of the artist and fix the inevitable newbie errors and grave misunderstandings. That effort would be three times the labor for a dogged crusader who is already working like sixty. It's more practical for him to mash-up images that resemble editorial cartoons. He can't draw. Also, although he definitely has a pronounced sense of aesthetics, it's not a aesthetic most people would consider tasteful. Cory Doctorow, from his very youth, has always had a "craphound" aesthetic. As an aesthete, Cory is the kind of guy who would collect rain-drenched punk-band flyers that had fallen off telephone poles and store them inside a 1950s cardboard kid-cereal box. I am not scolding him for this. He's always been like that. As Wells used to say about his unique "picshuas," they seemed like eccentric scribblings, but over the years, when massed-up as an oeuvre, they formed a comic burlesque of an actual life. Similarly, one isolated Doctorow collage can seem rather what-the-hell. It's trying to be "canny." If you get it, you get it. If you don't get the first one, then you can page through all of these, and at the end you will probably get it. En masse, it forms the comic burlesque of a digital left-wing cyberspatial world-of-hell. A monster-teeming Silicon Uncanny Valley of extensively raked muck. <img src="https://craphound.com/images/ai-freud.jpg" alt="Sigmund Freud's study with his famous couch. Behind the couch stands an altered version of the classic Freud portrait in which he is smoking a cigar. Freud's clothes and cigar have all been tinted in bright neon colors. His head has been replaced with the glaring red eye of HAL9000 from Kubrick's '2001: A Space Odyssey.' His legs have been replaced with a tangle of tentacles. Cryteria (modified)/https://commons.wikimedia.org/wiki/File:HAL9000.svg/CC BY 3.0/https://creativecommons.org/licenses/by/3.0/deed.en | Ser Amantio di Nicolao (modified)/https://commons.wikimedia.org/wiki/File:Study_with_the_couch,_Freud_Museum_London,_18M0143.jpg"/CC BY-SA 3.0/https://creativecommons.org/licenses/by-sa/3.0/deed"> There are a lot of web-comix people who like to make comic fun of the Internet, and to mock "the Industry." However, there's no other social and analytical record quite like this one. It has something of the dark affect of the hundred-year-old satirical Dada collages of Georg Schultz or Hannah Hoch. Those Dada collages look dank and horrible because they're "Dada" and pulling a stunt. These images look dank and horrible because they're analytical, revelatory and make sense. If you do not enjoy contemporary electronic politics, and instead you have somehow obtained an art degree, I might still be able to help you with my learned and well-meaning intro here. I can recommend a swell art-critical book titled "Memesthetics" by Valentina Tanni. I happen to know Dr. Tanni personally, and her book is the cat's pyjamas when it comes to semi-digital, semi-collage, appropriated, Situationiste-detournement, net.art "meme aesthetics." I promise that I could robotically mimic her, and write uncannily like her, if I somehow had to do that. I could even firmly link the graphic works of Cory Doctorow to the digital avant-garde and/or digital folk-art traditions that Valentina Tanni is eruditely and humanely discussing. Like with a lot of robots, the hard part would be getting me to stop. Cory works with care on his political meme-cartoons — because he is using them to further his own personal analysis, and to personally convince himself. They're not merely sharp and partisan memes, there to rouse one distinct viewer-emotion and make one single point. They're like digital jigsaw-puzzle landscape-sketches — unstable, semi-stolen and digital, because the realm he portrays is itself also unstable, semi-stolen and digital. The cartoons are dirty and messy because the situations he tackles are so dirty and messy. That's the grain of his lampoon material, like the damaged amps in a punk song. A punk song that was licensed by some billionaire and then used to spy on hapless fans with surveillance-capitalism. Since that's how it goes, that's also what you're in for. You have been warned, and these collages will warn you a whole lot more. If you want to aesthetically experience some elegant, time-tested collage art that was created by a major world artist, then you should gaze in wonder at the Max Ernst masterpiece, "Une semaine de bonté" ("A Week of Kindness"). This indefinable "collage novel" aka "artist's book" was created in the troubled time of 1934. It's very uncanny rather than "canny, "and it's also capital-A great Art. As an art critic, I could balloon this essay to dreadful robotic proportions while I explain to you in detail why this weirdo mess is a lasting monument to the expressive power of collage. However, Cory Doctorow is not doing Max Ernst's dreamy, oneiric, enchanting Surrealist art. He would never do that and it wouldn't make any sense if he did. Cory did this instead. It is art, though. It is what it is, and there's nothing else like it. It's artistic expression as Cory Doctorow has a sincere need to perform that, and in twenty years it will be even more rare and interesting. It's journalism ahead of its time (a little) and with a passage of time, it will become testimonial. Bruce Sterling — Ibiza MMXXV Hey look at this (permalink) Twitter users on Enshittification https://x.com/search?q=https%3A%2F%2Ftwitter.com%2FMerriamWebster%2Fstatus%2F1963336587712057346&amp;src=typed_query&amp;f=live Introducing Structural Zero: a New Monthly Newsletter https://hrdag.org/introducing-structural-zero-a-new-monthly-newsletter/ 70 leading Canadians, civil society groups ask Carney to protect Canada's 'digital sovereignty' https://www.cbc.ca/news/politics/open-letter-mark-carney-digital-sovereignty-1.7623128 AI Darwin Awards https://aidarwinawards.org/ Kraft Heinz went all-in on scale. Now it’s banking on a breakup to save its business https://www.cnn.com/2025/09/03/business/kraft-heinz-nightcap Object permanence (permalink) #20yrsago Singapore’s cool-ass hard-drive video-players https://memex.craphound.com/2005/09/03/singapores-cool-ass-hard-drive-video-players/ #20yrsago Being Poor — meditation by John Scalzi https://whatever.scalzi.com/2005/09/03/being-poor/ #20yrsago MSFT CEO: I will “fucking kill” Google — then he threw a chair https://battellemedia.com/archives/2005/09/ballmer_throws_a_chair_at_fing_google #20yrsago Massachusetts to MSFT: switch to open formats or you’re fired https://web.archive.org/web/20051001011728/http://www.boston.com/business/technology/articles/2005/09/02/state_may_drop_office_software/ #20yrsago Bruce Sterling’s Singapore wrapup https://web.archive.org/web/20051217133502/https://wiredblogs.tripod.com/sterling/index.blog?entry_id=1211240 #20yrsago Apple //e mainboards networked and boxed: the Applecrate https://web.archive.org/web/20050407173742/http://members.aol.com/MJMahon/CratePaper.html #15yrsago Jewelry made from laminated, polished cross-sections of bookshttps://littlefly.co.uk/ #15yrsago Boneless, clubfooted French Connection model invades Melbournehttps://www.flickr.com/photos/doctorow/4953586953/ #5yrsago Corporate spooks track you "to your door" https://pluralistic.net/2020/09/03/rip-david-graeber/#hyas #5yrsago Hedge fund managers trouser 64% https://pluralistic.net/2020/09/03/rip-david-graeber/#2-and-20 #5yrsago Rest in Power, David Graeber https://pluralistic.net/2020/09/03/rip-david-graeber/#rip-david-graeber #5yrsago Coronavirus is over (if we want it) https://pluralistic.net/2020/09/03/rip-david-graeber/#test-test-test #5yrsago Snowden vindicated https://pluralistic.net/2020/09/03/rip-david-graeber/#criming-spooks #5yrsago Algorithmic grading https://pluralistic.net/2020/09/03/rip-david-graeber/#computer-says-no #5yrsago Big Car says Right to Repair will MURDER YOU https://pluralistic.net/2020/09/03/rip-david-graeber/#rolling-surveillance-platforms Upcoming appearances (permalink) Ithaca: AD White keynote (Cornell), Sep 12 https://deanoffaculty.cornell.edu/events/keynote-cory-doctorow-professor-at-large/ DC: Enshittification at Politics and Prose, Oct 8 https://politics-prose.com/cory-doctorow-10825 NYC: Enshittification with Lina Khan (Brooklyn Public Library), Oct 9 https://www.bklynlibrary.org/calendar/cory-doctorow-discusses-central-library-dweck-20251009-0700pm New Orleans: DeepSouthCon63, Oct 10-12 http://www.contraflowscifi.org/ Chicago: Enshittification with Anand Giridharadas (Chicago Humanities), Oct 15 https://www.oldtownschool.org/concerts/2025/10-15-2025-kara-swisher-and-cory-doctorow-on-enshittification/ San Francisco: Enshittification at Public Works (The Booksmith), Oct 20 https://app.gopassage.com/events/doctorow25 Madrid: Conferencia EUROPEA 4D (Virtual), Oct 28 https://4d.cat/es/conferencia/ Miami: Enshittification at Books & Books, Nov 5 https://www.eventbrite.com/e/an-evening-with-cory-doctorow-tickets-1504647263469 Recent appearances (permalink) Nerd Harder! (This Week in Tech) https://twit.tv/shows/this-week-in-tech/episodes/1047 Techtonic with Mark Hurst https://www.wfmu.org/playlists/shows/155658 Cory Doctorow DESTROYS Enshittification (QAA Podcast) https://soundcloud.com/qanonanonymous/cory-doctorow-destroys-enshitification-e338 Latest books (permalink) "Picks and Shovels": a sequel to "Red Team Blues," about the heroic era of the PC, Tor Books (US), Head of Zeus (UK), February 2025 (https://us.macmillan.com/books/9781250865908/picksandshovels). "The Bezzle": a sequel to "Red Team Blues," about prison-tech and other grifts, Tor Books (US), Head of Zeus (UK), February 2024 (the-bezzle.org). "The Lost Cause:" a solarpunk novel of hope in the climate emergency, Tor Books (US), Head of Zeus (UK), November 2023 (http://lost-cause.org). "The Internet Con": A nonfiction book about interoperability and Big Tech (Verso) September 2023 (http://seizethemeansofcomputation.org). Signed copies at Book Soup (https://www.booksoup.com/book/9781804291245). "Red Team Blues": "A grabby, compulsive thriller that will leave you knowing more about how the world works than you did before." Tor Books http://redteamblues.com. "Chokepoint Capitalism: How to Beat Big Tech, Tame Big Content, and Get Artists Paid, with Rebecca Giblin", on how to unrig the markets for creative labor, Beacon Press/Scribe 2022 https://chokepointcapitalism.com Upcoming books (permalink) "Canny Valley": A limited edition collection of the collages I create for Pluralistic, self-published, September 2025 "Enshittification: Why Everything Suddenly Got Worse and What to Do About It," Farrar, Straus, Giroux, October 7 2025 https://us.macmillan.com/books/9780374619329/enshittification/ "Unauthorized Bread": a middle-grades graphic novel adapted from my novella about refugees, toasters and DRM, FirstSecond, 2026 "Enshittification, Why Everything Suddenly Got Worse and What to Do About It" (the graphic novel), Firstsecond, 2026 "The Memex Method," Farrar, Straus, Giroux, 2026 "The Reverse-Centaur's Guide to AI," a short book about being a better AI critic, Farrar, Straus and Giroux, 2026 Colophon (permalink) Today's top sources: Currently writing: "The Reverse Centaur's Guide to AI," a short book for Farrar, Straus and Giroux about being an effective AI critic. FIRST DRAFT COMPLETE AND SUBMITTED. A Little Brother short story about DIY insulin PLANNING This work – excluding any serialized fiction – is licensed under a Creative Commons Attribution 4.0 license. That means you can use it any way you like, including commercially, provided that you attribute it to me, Cory Doctorow, and include a link to pluralistic.net. https://creativecommons.org/licenses/by/4.0/ Quotations and images are not included in this license; they are included either under a limitation or exception to copyright, or on the basis of a separate license. Please exercise caution. How to get Pluralistic: Blog (no ads, tracking, or data-collection): Pluralistic.net Newsletter (no ads, tracking, or data-collection): https://pluralistic.net/plura-list Mastodon (no ads, tracking, or data-collection): https://mamot.fr/@pluralistic Medium (no ads, paywalled): https://doctorow.medium.com/ Twitter (mass-scale, unrestricted, third-party surveillance and advertising): https://twitter.com/doctorow Tumblr (mass-scale, unrestricted, third-party surveillance and advertising): https://mostlysignssomeportents.tumblr.com/tagged/pluralistic "When life gives you SARS, you make sarsaparilla" -Joey "Accordion Guy" DeVilla READ CAREFULLY: By reading this, you agree, on behalf of your employer, to release me from all obligations and waivers arising from any and all NON-NEGOTIATED agreements, licenses, terms-of-service, shrinkwrap, clickwrap, browsewrap, confidentiality, non-disclosure, non-compete and acceptable use policies ("BOGUS AGREEMENTS") that I have entered into with your employer, its partners, licensors, agents and assigns, in perpetuity, without prejudice to my ongoing rights and privileges. You further represent that you have the authority to release me from any BOGUS AGREEMENTS on behalf of your employer. ISSN: 3066-764X

5 days ago 7 votes
The Chatbot Wars Are Over. What Comes Next?

Spoiler alert: ChatGPT won.

6 days ago 14 votes