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Enshittification

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Posts tagged with Enshittification

Denyer spitballs on betting


This podcast has been one of our best performing. Not a surprise, Simon Denyer is one of the smartest guys in the room. 

Part of the conversation was about betting. 

A question I've asked a few times on the podcast is about where betting sits in the private equity playbook. 

I was struck by how bullish George Pyne was on TGL, and how explictly he referenced it as a potential betting product.

The p/e money likes betting for semi-obvious reasons to do with risk diversification and revenue predictability. 

As Denyer notes, when evaluating sports investments, "a sport that has a second or third main revenue stream is really interesting compared to a sport that relies on TV for 90% of the money... you've got a material second revenue stream, and sometimes it's actually bigger than sponsorship." 

There's a strong link between betting and other forms of fan engagement. 

Sports that generate betting interest typically indicate passionate fan bases willing to spend money on that interest, which can translate across multiple revenue streams - merchandise, ticketing, premium content subscriptions blah blah blah. 

This diversification appeal operates on multiple levels: Television rights face cyclical pressures from broadcaster consolidation, cord-cutting, and economic downturns. Betting revenue operates on different market dynamics - it's driven by fan engagement rather than media company budgets. 

When Sky reduces sports rights spending, betting turnover on those same matches may actually increase as fans seek alternative engagement methods. Unlike broadcast rights that face intense bidding wars and regulatory intervention, betting data deals offer more stable, long-term revenue with predictable margin structures. 

The "official data feed" model creates natural monopolies that resist competitive pricing pressure. A sport with strong betting appeal can monetize audiences in markets where broadcast rights generate minimal value, lending a bit of oomph to a rights holder's international strategy. Given this is how the investors think, there's an obvious incentive for individual rights holders to make their sport more 'betting friendly', to take advantage of the arguments laid out above. (We'll park the shouldquestions for a moment). 

>>What if…<<

Just for sake of provocation, what would happen if we took a major women's soccer league and pointed it toward this question. 

Traditional broadcast rights remain limited outside major tournaments, sponsorship deals lag behind men's equivalents, and attendance revenue varies dramatically by market. Unlike men's football where betting represents supplementary income, for women's leagues it could become a primary revenue driver during the growth phase. 

Adding meaningful betting revenue could provide the financial foundation for league sustainability and player compensation improvements. 

Women's football generates substantial in-play betting interest during major tournaments - the World Cup and Euros see significant betting volumes. But this engagement doesn't translate to regular league matches because betting operators lack comprehensive data feeds and league betting markets remain underdeveloped. Creating systematic betting data partnerships could establish year-round revenue streams independent of broadcast deal negotiations. 

But. 

You run in to the c word. Culture. 

The (or, A) current trajectory of women's football is as a purpose-led family-friendly product - an alternative to the 'over-commercialised' excess of men's elite football. 

Betting runs against that narrative. 

Simon Denyer's analysis reveals the fundamental limitation: "It is very, very easy to create a new product... very different to completely changing behavior." 20% of sports fans bet. "That 20% who bet do so primarily on sports they already follow intensively". 

The sports that successfully leverage betting revenue - tennis, golf, men's football - had established passionate followings before betting integration. They didn't use betting to create fan interest; they monetized existing interest through betting channels. Chicken, egg. 

The other problem is data, or the lack of it.

"You look at how much revenue is being turned over on Serie A Football in Italy... then you go, well, how much of that is in-play? Right. And you'd be amazed. It's like sometimes it's 90%... If 90% of it's in-play... these are all things that require data, and these are all things that are enhanced by having the live video stream."

So the betting angle presents both opportunity and trap. The diversified revenue argument appears compelling, but depends on achieving sufficient scale to generate meaningful betting turnover. This requires substantial upfront investment in data infrastructure, marketing, and content creation without guaranteed returns. The timeline mismatch creates additional complexity. PE investment horizons typically span 5-7 years, but building betting-friendly sports requires behavioral change that operates on longer timescales. The revenue diversification benefits may not materialise within typical investment windows. 

More fundamentally, optimizing women's football for betting appeal could undermine rather than enhance the current model, conflicting with broadcast appeal, attendance growth, or youth participation. These competing priorities could fragment development efforts and reduce overall investment effectiveness. 

Denyer quotes:

Why the Betting-Broadcasting Convergence Dream Died:

"I don't necessarily agree with convergence of betting and sports broadcasting... there's been one good example of it, which was Sky owning SkyBet. They did a brilliant job of driving subscribers to SkyBet... But I don't think there's been many, many more, and I don't think it's really critical.

The Living Room vs Mobile Reality Check:

"My viewing experience, like most people's now is connected TV, right? I want the best viewing experience for my live sport. So that's on a connected TV. That is not a great place to stick a betting app or betting functionality. It's really clunky... you're suddenly trying to do an accumulator with five different bets whilst on your remote control. It's just not gonna happen.

Betting boosts advertising revenue but don't bet the house on it

"Although it may appear to you to be quite a large piece of the inventory, as a viewer, it's still a relatively small part of the revenue... you are talking maximum 10% from advertising overall. And let's say betting is 30% of that max... So it's kind of from zero to 3% of the overall mix. So it's not as big as you realize."

đź§µ OpenAI's ad pivot

You'll have seen the Anthropic Super Bowl ad.

I did a quick data scrape of this FT article.

Main bits:
'I would just disclose, as a personal bias, that I hate ads, they would be like a last resort for us as a business model. Advertising had its place as a way for the early internet to make money...'but i think they sort of somewhat fundamentally misalign a user's incentives with the company providing the service'

That was Sam Altman in 2024.

OpenAI has asked advertisers to commit an initial ÂŁ200k in order to appear in ChatGPT results. The CPM is quoted around $60 per 1000 impressions.

Is this the creation of a whole new ad market? Comparisons are made with Netflix launching an ad-tier. The revenue from this was $1.5billion in 2025.

More than half of customers will find brands through AI generated summary by end of 2027.

Questions arising:

Is this enshittification in real time? Do ads in the chat undermine confidence in the results?

See 🤖 note on Enshittification here

Enshittification and Sports Media: A Cautionary AnalysisThe Strategic Bet

Sports rights holders increasingly view YouTube/Google as a growth engine for digital reach. The logic seems sound: massive built-in audience, sophisticated recommendation algorithms, global distribution, and revenue share from advertising. Free hosting for highlights. Live streaming infrastructure without capital expenditure.

Applying Doctorow's framework, this strategy deserves serious scrutiny.

Stage One: The Seduction

YouTube's initial offer to sports rights holders mirrors Facebook's pitch to publishers circa 2010:

"Come over to my platform... I know you're all using [traditional broadcast] but... we will never spy on you"

The platform offer is genuinely attractive:

  • Free distribution at global scale
  • Algorithmic amplification that surfaces your content to new audiences
  • Monetisation infrastructure without building your own ad sales team
  • Analytics and data on viewing behaviour
  • Lower friction than building direct-to-consumer products

Sports organisations pile in. They build subscriber bases. They train fans to expect content there. The audience grows.

The Lock-In Mechanism

Here's where Doctorow's collective action problem becomes critical for sports:

"You love your friends but like even the six people in your group chat can't agree on where you're going to go for a beer on Friday"

Translate this to sports fandom:

  • Fans follow their team's YouTube channel because that's where the highlights are
  • The team posts to YouTube because that's where the fans are
  • Fan communities form in comments sections and around YouTube content
  • Third-party creators build audiences reacting to and discussing official content
  • The algorithm learns what fans want and serves them more

The audience becomes YouTube's asset, not the rights holder's. The subscriber count, the watch history, the engagement data, the recommendation graph - all of this sits on Google's servers, governed by Google's terms.

Sports organisations face the same trap as publishers:

"Publishers meanwhile they found that they had to put more and more of their content on Facebook just to have it show up for the people who'd actually subscribe to their feeds"

Stage Two: Turning the Screws

Once dependency is established, the platform's incentives shift. Doctorow describes how Facebook treated publishers:

"You couldn't even have a link back to your own website because maybe that's a dangerous link right a deceptive link... eventually it's got to be the whole substitutive content no link back to your website"

For sports, the screws might look like:

Algorithm manipulation: Your content's reach becomes a function of how well it serves YouTube's goals, not yours. Doctorow cites Amazon's search manipulation:

"The top result on an Amazon search results page is there because they paid more than everyone else it's not because it's the best match for your search"

YouTube already operates this way. Reach is increasingly pay-to-play. Organic distribution declines. You must buy ads on the platform to reach the audience you built on the platform.

Revenue share erosion: The 55/45 split that seemed generous becomes 50/50, then 45/55. Ad rates fluctuate based on Google's priorities, not yours. Doctorow notes:

"Advertising prices go way up advertising fidelity goes through the floor advertising ad fraud explodes"

Direct competition: YouTube has already bought NFL Sunday Ticket and MLS rights. The platform that was your distribution partner is now your competitor for the same inventory. They have perfect information about what your content is worth because they've been measuring it for years.

The Monopsony Problem

This is perhaps the most under-appreciated risk. Doctorow explains:

"A 20% share as a monopsinist is basically dispositive it gives you total control 20% share as a monopolist is just an inconvenience for your customers"

If YouTube becomes where a significant portion of sports fans consume digital content, the power dynamic inverts completely. Rights holders must be on YouTube to reach fans. YouTube knows this. Every negotiation happens with that leverage.

The sports parallel to Doctorow's coffee shop analogy:

"Imagine you know there's a block with like five coffee shops on it... that coffee shop has an office building next door like this one and 20% of their gross receipts come from the people in the office building and one day that business goes under... the coffee shop is probably out of business"

What happens when YouTube changes its algorithm and your highlights reach drops 40%? What happens when they decide live sports should be behind YouTube Premium? What happens when they renegotiate revenue share?

You're the coffee shop. They're the office building.

The Economy-Wide Tax

Doctorow describes how Amazon's practices raise prices everywhere:

"Because of most favored nation they have to raise prices at Target at Walmart at the factory store and at your local convenience store so this is an economywide tax"

In sports media, the equivalent might be:

  • If YouTube's ad rates set the benchmark for digital sports content value, they set it for everyone
  • If fans are trained to expect free content on YouTube, they resist paying elsewhere
  • If YouTube's recommendation engine determines what content gets made (because that's what gets views), editorial independence erodes
  • If YouTube takes a significant cut of digital revenue, that cost gets passed through the entire sports media ecosystem

What History Tells Us

Doctorow is explicit about what happened to publishers who followed this path:

"This is what destroyed the media industry"

The pattern was:

  1. Free distribution and traffic seemed like a gift
  2. Publishers became dependent on platform reach
  3. Platforms changed the rules (pivot to video, algorithm shifts, news feed changes)
  4. Publishers who had hollowed out their direct distribution capabilities had no fallback
  5. Value flowed to platforms, publishers collapsed

The ad fraud revelation is particularly stark:

"Proctor and Gamble in 2017 they zeroed out their annual $200 million spend on programmatic advertising surveillance advertising they saw a zero drop in sales that is such a wild stat it's like to a first approximation no one saw the ads it just disappeared down the fraud hole"

If P&G's $200 million in digital advertising produced zero measurable effect, what confidence should sports rights holders have that their YouTube strategy is building real, transferable value?

The Counter-Arguments (And Why They May Be Wrong)

Sports rights holders might argue they're different:

"Live sports is appointment viewing, not disposable news"

But the valuable content being given to YouTube isn't live rights - it's highlights, behind-the-scenes, shoulder programming. This is precisely the content that trains fans where to find your brand. And increasingly, live rights are going to platforms too.

"We have contractual protections"

Publishers had contracts too. Contracts expire. Leverage shifts. And contracts don't protect against algorithm changes, revenue share adjustments within agreed ranges, or the platform deciding to compete directly for your rights.

"Our brand loyalty is stronger than news publishers"

This may be true for the core fan. But the growth audience - the casual viewer, the new market, the next generation - their loyalty is to convenience. If they learned to find you on YouTube, that's where they'll look. You didn't build loyalty to your brand; you built loyalty to the platform experience.

"We need to be where the audience is"

This was Facebook's pitch to publishers verbatim. Doctorow's response:

"It's just not you're not going to shop your way out of a monopoly right that's like saying you're going to like recycle your way out of the wildfires"

The Brittle Equilibrium

Perhaps most troubling is the instability of the current arrangement. Doctorow describes the precariousness:

"The difference between god I hate Facebook but I can't seem to stop logging into it and god I hate Facebook I'm never going back again it's very thin"

YouTube's dominant position in digital video isn't guaranteed. Regulatory action, a competitor (TikTok before bans, whoever comes next), a scandal, or simply a strategic pivot by Google could reshape the landscape overnight.

If that happens, what do sports rights holders own?

  • Not the subscriber relationships (those are YouTube accounts)
  • Not the viewing data (that's on Google's servers)
  • Not the recommendation graph (that's YouTube's algorithm)
  • Not the payment relationships (that's YouTube Premium, YouTube TV)

You own the rights. But you've trained a generation of fans to consume those rights through infrastructure you don't control, can't influence, and could lose access to.

What Would Doctorow Advise?

Based on his framework, the answer is about adversarial interoperability and owning your relationship with the audience:

"Why is Facebook in charge of what you see when you look at Facebook"

Translated to sports: Why is YouTube in charge of what fans see when they look for your content?

The strategic imperative would be:

  1. Build direct-to-consumer infrastructure even if it's smaller than platform reach
  2. Capture first-party data on every fan interaction possible
  3. Use platforms for acquisition, not retention - get fans onto owned channels
  4. Diversify platform presence so no single platform has monopsony power
  5. Retain premium content for owned distribution, give platforms only what drives traffic elsewhere
  6. Negotiate data rights as aggressively as revenue share

The question for sports executives is whether the short-term reach gains from YouTube are worth the long-term strategic dependency.

Conclusion

Doctorow's enshittification framework suggests that giving valuable sports content to YouTube is not a growth strategy - it's a value transfer strategy. The growth accrues to the platform. The lock-in traps the rights holder. The extraction phase hasn't arrived yet, but the infrastructure for it is being built with every subscriber gained, every highlight posted, every fan trained to expect content there.

"These are like the foreseeable and foreseen outcomes of specific policy choices made in living memory by named individuals who were warned at the time that this would happen"

Sports executives making platform distribution decisions today are those named individuals. The question is whether they're listening to the warning.

The counter argument - 'Ads are why we have nice things'

Yeah but.

🤖 Summary of the Andressen Horowitz position

The Pro-Advertising Argument for ChatGPT

Source Context

This article is from a16z (Andreessen Horowitz), a major investor in OpenAI. The conflict of interest is material: a16z needs OpenAI to find sustainable monetisation to justify their investment and generate returns. The article should be read with this lens.

Key Arguments Summarised.

  1. Ads as Public Good

The central framing positions advertising as democratising rather than extractive:

"Ads are why we have nice things... the internet has always run on ads and most people like it that way."

The argument: charging subscriptions limits access to those who can afford $20-200/month. Ads enable universal access.

2. The "Luxury Beliefs" Dismissal

Critics of advertising are characterised as performative rather than principled:

"For all the moralistic hand-wringing over 'Selling data!' or 'Tracking!' or 'Attention harvesting' and other bingo words... People who pretend this is a bad thing usually are trying to prove something to you."

This rhetorical move attempts to delegitimise structural criticism as mere status signalling.

3. The Long Tail Problem

The core business case: most users won't pay because most use cases don't justify payment.

"Most people use AI for personal productivity: things like writing emails, searching for information, and tutoring or advice. Meanwhile, higher value pursuits, like programming, make up a very small percentage of overall queries."

The data cited: 5-10% of 800M weekly active users convert to paid (40-80M people). But to reach "a billion people and beyond" requires an alternative to subscriptions.

4. Users "Actually Like" Targeted Ads

"Ask the average Instagram user, and they'll probably tell you that the ads they get are ridiculously useful: they get served products they actually want and need, and make purchases that actually make their lives better."

5. Historical Inevitability

The article frames advertising as the natural endpoint of all consumer internet products:

"Any internet history buff knows that ads are a core part of how platforms eventually monetize: Google, Facebook, Instagram, and TikTok all started free, and then figured out monetization with targeted ads."

For giggles, I put the A16Z rationale through Claude (see Super Bowl ad above...), and asked it to critique the pro-advertising arguments through the lens of enshittification.

🤖 Critique: Is This Enshittification?

Applying Doctorow's framework to the a16z argument reveals a textbook case of enshittification logic - the article essentially describes the transition from Stage One to Stage Two while framing it as benevolent.

The Three Stages Applied

Stage One (Complete): Attract Users

OpenAI offered a genuinely remarkable product for free. ChatGPT's initial launch was subsidised by investor capital, offering capabilities that felt magical. Users arrived in hundreds of millions.

Stage Two (In Progress): Lock Users In

The lock-in mechanisms are now firmly established:

  • Memory: ChatGPT remembers your preferences, past conversations, context about your life
  • Workflow integration: Users have built habits, processes, and expectations around the tool
  • Skill atrophy: Users who rely on ChatGPT for writing, research, or coding have reduced those muscles
  • Switching costs: Moving to Claude, Gemini, or Llama means losing conversation history, retraining preferences, rebuilding context

The a16z article implicitly acknowledges this lock-in when discussing the 800M WAU base as an asset to be monetised.

Stage Three (Announced): Extract Value

The article is explicitly a roadmap for value extraction:

"If you want to get ChatGPT to a billion people (and beyond) for free you need to introduce a product other than subscriptions."

Translation: the current user base will now be monetised through advertising, regardless of whether this serves user interests.

Deconstructing the Article's Claims

Claim: "Ads are why we have nice things"

Doctorow's counter:

"This is what destroyed the media industry"

The publishing industry also believed platform advertising would fund quality content at scale. Instead, it transferred value to platforms while hollowing out the publishers who created content.

Claim: Critics have "luxury beliefs"

This is a rhetorical dismissal that avoids engaging with structural criticism. Doctorow addresses this directly:

"It's just not you're not going to shop your way out of a monopoly right that's like saying you're going to like recycle your way out of the wildfires"

The criticism of advertising isn't aesthetic preference - it's about power dynamics and value extraction.

Claim: "People actually like ads"

The article cites Instagram as evidence. But Doctorow would note the selection bias: people who hated the ads left. Those who remain are either tolerating them or have been successfully habituated. User satisfaction surveys of captive populations don't measure the counterfactual.

More critically, the P&G revelation:

"Proctor and Gamble in 2017 they zeroed out their annual $200 million spend on programmatic advertising surveillance advertising they saw a zero drop in sales"

If $200M in targeted advertising produced no measurable effect, the "people like useful ads" claim deserves scrutiny.

Claim: This is historical inevitability

"Any internet history buff knows that ads are a core part of how platforms eventually monetize"

This frames a policy choice as natural law. Doctorow's response:

"These are like the foreseeable and foreseen outcomes of specific policy choices made in living memory by named individuals who were warned at the time that this would happen"

Google and Facebook chose advertising. They could have chosen other models. The outcomes - surveillance capitalism, attention harvesting, algorithmic manipulation - were not inevitable but designed.

The Conflict of Interest Problem

The article never discloses that a16z is an OpenAI investor, though this is widely known. The entire argument serves a16z's financial interests:

  1. OpenAI needs to monetise to justify its $150B+ valuation
  2. Subscriptions have plateaued at 5-10% conversion
  3. Advertising unlocks the remaining 90%+ of users as revenue sources
  4. Higher revenue justifies higher valuation
  5. a16z's investment returns depend on this

When Doctorow describes how platforms "drain the value off of them to harvest it all for the shareholders and the executives," this article is the shareholders explaining why draining value is actually good for everyone.

What the Article Admits

Perhaps most tellingly, the article concedes several points that undermine its own thesis:

Admission 1: Most queries are low-value

"Why would they pay for an answer to questions like 'why is the sky blue'... when previously a Google search would direct you to a good-enough answer for free"

If most AI queries are Google-substitutes, and Google already has advertising, what's the differentiated value? The admission suggests ChatGPT's advantage may be temporary convenience rather than structural superiority.

Admission 2: Power users don't want ads

"Programmers are some of the most committed users of LLMs, with some even calibrating their sleep schedules to optimize for daily usage limits. For these users, a $20 or $200/month subscription doesn't feel exorbitant"

The most valuable users - the ones who generate the most engagement, provide the most training signal, and demonstrate the most transformative use cases - are precisely the ones who will pay to avoid ads. Advertising optimises for the long tail of casual users while potentially degrading the experience for power users.

Admission 3: The ad experience problem is unsolved

"Can you transpose a more 'lean-back' ad experience on Instagram or TikTok into the more engagement-heavy model of using ChatGPT? It's a much harder problem"

The article acknowledges that conversational AI advertising is fundamentally different from feed-based advertising, without a proven model for doing it well.

Enshittification

Enshittification
Photo by John Cardamone / Unsplash

🤖 Briefing: How digital platforms degrade over time

Note: 🤖 indicates the following material is derived using Chat_UP, Unofficial Partner's language model trained on our podcasts and newsletters.

Enshittification is Cory Doctorow's term to describe the cyclical degradation of online platforms. The central thesis is that the decline of digital services is not an accident or a result of corporate incompetence, but a deliberate, multi-stage process driven by a policy environment that has eliminated the traditional disciplines of competition, regulation, and user empowerment.

Enshittification follows a predictable three-stage lifecycle:

  1. Attract End Users: Platforms begin by offering a high-quality, valuable service to attract a large user base, often at a loss.
  2. Attract Business Customers: Once users are locked in (e.g., through social graphs or high switching costs), the platform degrades the user experience to benefit business customers (e.g., advertisers, publishers), who are then also locked in.
  3. Extract Value for the Platform: With both users and business customers captive, the platform extracts all surplus value for itself and its shareholders, leaving only a "mingy homeopathic residue" sufficient to keep participants from leaving.

This process is not the fault of uniquely "bad CEOs" but is an effect of a systemic failure. Doctorow identifies the erosion of four key disciplines that once prevented this behavior: competitionregulationself-help (interoperable technology), and a principled workforce. The most potent weapon in dismantling these disciplines has been the expansion of intellectual property law, particularly the Digital Millennium Copyright Act (DMCA), which criminalizes the creation of tools that allow users to modify their own devices and services, thereby eliminating interoperability as a competitive check on platform power.

Case studies like the intentional degradation of Google Search, Amazon's monopolization of the audiobook market via Audible, and the proliferation of "pain-point pricing" in hardware demonstrate this theory in action. The proposed solution is not individual consumer choice but large-scale, structural policy change. Doctorow points to a recent and unprecedented global surge in antitrust enforcement as a hopeful sign that a broad, cross-sectional movement against oligarchic control is beginning to succeed, even before it has a unified identity.

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The Theory of Enshittification

A Precise Technical Definition

Coined by Cory Doctorow, "enshittification" describes the specific, predictable process by which digital platforms decay. While used colloquially to mean "things getting worse," its technical meaning refers to a deliberate cycle of value allocation and extraction endemic to digital intermediaries.

"I coined it with a very precise technical meaning, uh, a meaning that relates to the specific contours of how digital platforms go bad."

The Three-Stage Cycle of Platform Decay

Platforms, defined as intermediaries connecting two or more groups (e.g., buyers and sellers on Amazon, drivers and riders on Uber), decay in three distinct stages.

Stage

Action

Primary Beneficiary

Description

1

Seduce Users

End Users

The platform offers a superior service, often at a loss, to attract a critical mass of end users and lock them into a "roach motel" where switching costs are high.

2

Seduce Businesses

Business Customers

The user experience is degraded to create value for business customers. For example, Facebook began spying on users and inserting unwanted content into their feeds to create a valuable product for advertisers.

3

Extract Value

Platform/Shareholders

With both users and businesses locked in, the platform claws back all surplus value for itself, degrading the service for everyone involved. The quality is lowered to the bare minimum required to prevent mass exodus.

This model refutes the common axiom, "If you're not paying for the product, you're the product." Doctorow provides numerous examples, from advertisers on Facebook to traders on Robinhood, where paying customers are abused just as readily as non-paying users once they are locked in.

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The Central Question: Why Is This Happening Now?

The phenomenon of enshittification is not attributed to the moral failings of individual executives like Mark Zuckerberg. Doctorow notes that platforms were often better stewards under the same leadership in earlier eras. The change is not in the people, but in the environment.

"Mark Zuckerberg is smart enough to be the cause of enshitification. He is the effect. There is a Mark Zuckerberg shaped sociopathic hole in the digital fabric that was put there by policymakers."

The core argument is that the policy environment has been deliberately altered to favor enshittification by removing the disciplines that once constrained corporate behavior.

The Four Lost Disciplines

  1. Competition: Decades of lax antitrust enforcement have allowed tech giants to buy or crush potential competitors, eliminating market pressure to provide good service. The "acquihire" model, where startups aim for acquisition by a giant rather than building a sustainable business, is a symptom of this.
  2. Regulation: A shift in regulatory philosophy, particularly the "consumer welfare" standard adopted in the Reagan era, assumes monopolies are efficient and self-correcting. This has led to regulatory capture and a failure to enforce existing laws, even when companies openly admit to anti-competitive behavior.
  3. Self-Help (Interoperability): The ability for users and third parties to modify or build upon a service to "disenshittify" it. This powerful check on platform power has been systematically dismantled by intellectual property laws.
  4. A Powerful Workforce: The presence of "Tron Pilled" employees—those who believe in the mission to "fight for the user"—who could resist internal directives to harm users has diminished.

Case Studies in Enshittification

Google's decline is presented as a textbook case of deliberate enshittification driven by the need to show perpetual growth to markets.

  • Monopoly Creation: A 2024 federal court ruling found that Google illegally procured and maintained its 90% search market share through anti-competitive deals, such as paying Apple over $20 billion annually to be the default search engine.
  • The Growth Imperative: Once a company achieves market saturation, it can no longer grow at the rate markets expect of a "growth company." This threatens its high stock valuation (price-to-earnings ratio), which in turn affects executive compensation and the ability to acquire other companies with stock.
  • The Internal Conflict: Leaked emails from a DOJ lawsuit reveal a conflict between Pragavar Ragavan, who was in charge of search revenue, and Ben Gomes, a long-time engineer focused on quality. Ragavan's solution to the growth problem was to intentionally worsen search results by disabling features like spell-checking and synonym searches. This forced users to search multiple times, doubling or tripling the number of ad impressions and creating artificial "growth."
  • The Kaggi Revelation: A paid search engine called Kaggi provides results "like Google used to be." It was later revealed that Kaggi is primarily a front-end for Google's own search results, which Kaggi's small team simply re-ranks. This serves as definitive proof that Google's decline is a choice. As Doctorow states, "Google sucks because Google wants to suck."

The ability of users to engage in "self-help" through interoperable products (e.g., ad blockers, third-party accessories) is the most powerful deterrent to enshittification. This has been systematically criminalized.

  • The Power of Interoperability: Because all modern computers are "Touring complete" universal machines, it is always technically possible to create a tool to improve or alter a digital service. Doctorow calls this the "11-ft disenshittifying ladder" for every "10-ft pile of shit."
  • DMCA Section 1201: This 1998 law makes it a felony—punishable by a 5-year prison sentence and a $500,000 fine—to circumvent a "digital lock" (DRM).
  • Consequences:
    • Apps vs. Web: Ad blockers are common on web browsers. However, they are illegal for mobile apps because apps are wrapped in DRM. This is why companies are "so horny" for users to switch from their websites to their apps.
    • Hardware Lock-in: The DMCA extends beyond software to any device with a chip. This enables companies to use DRM to block third-party replacements for products like printer ink cartridges, GE refrigerator water filters, and more.
    • The Adobe Pantone Case: Adobe used its cloud-based software to remove support for industry-standard Pantone colors, breaking users' old design files unless they paid a new, separate $21/month fee directly to Pantone. This transfer of cost from corporation to customer was only possible because the software was locked down.

Chokepoint Capitalism: The Audible Monopoly

Amazon's subsidiary, Audible, controls over 90% of the audiobook market and uses DRM as a weapon to maintain this "chokepoint."

  • Mandatory DRM: Audible forces all publishers and independent authors to wrap their audiobooks in its proprietary DRM as a condition of sale.
  • Permanent Lock-In: Because of the DMCA, it is a felony for anyone—including the original author and copyright holder—to create a tool that would allow a customer to move their legally purchased audiobooks to a competing platform.
  • Hostage Libraries: A customer's library, potentially worth thousands of dollars, becomes a switching cost that locks them into the Audible ecosystem forever. This gives Amazon absolute power over creators and consumers. The penalty for creating a conversion tool is more severe than for pirating the book or even robbing a delivery truck at gunpoint.

The Human Cost: Pain-Point Pricing

The combination of mass surveillance and locked-down technology enables a new business model: identifying and monetizing human desperation.

  • Definition: Using surveillance data ("telemetry") to identify the most critical features of a product, remove them, and then sell them back to the user as an upsell at a moment of vulnerability. A Delta Airlines CEO described this as pricing "around your pain points."
  • Examples:
    • Smart baby monitors that wall off essential notifications (e.g., "your baby woke up") behind a new monthly subscription fee.
    • Subprime auto loans that include devices to remotely disable a car's ignition or blast ear-splitting debt collection demands through a second audio system.
    • Mobile phone lenders in India that use undeletable spyware to disable a user's most-used apps one by one if a payment is missed.

Solutions and a Path Forward

Doctorow is clear that individual action and consumer choice are insufficient solutions. The problem is structural and requires a collective, political response.

Strategies for Creators

While acknowledging the limits of individual advice, Doctorow suggests creators should focus on mitigating lock-in.

  • Understand Platform Motives: Platforms treat you well out of fear of you leaving, not out of sentimentality.
  • Resist Lock-in: Be wary of platform features (like Substack's recommendation engine) that increase dependence, even if the core asset (like an email list) remains portable.
  • Practice Digital Hygiene: Regularly export all data (e.g., download your mailing list weekly) to maintain the option of leaving.
  • Explore Alternatives: Consider platforms like Ghost, which may offer more favorable terms and greater control, particularly if self-hosted.

Structural Solutions for Society

The only effective solution is to restore the disciplines that prevent enshittification through collective political action.

  • Reject Consumerism as Politics: "Voting with your wallet" is a losing strategy, as the wealthiest always have more votes. Change requires acting as a polity, not as individual consumers.
  • Join a Movement: Organizations like the Electronic Frontier Foundation (EFF) and its local affiliates provide a structure for coordinated action on digital rights and policy.
  • A Hopeful Turn: There is an unprecedented global wave of antitrust activism. Regulators in the US, Canada, UK, EU, China, and elsewhere are challenging corporate power in ways not seen in living memory. This is evidence that public pressure is working.
  • The "Ecology" Analogy: Like the environmental movement before the term "ecology" unified disparate causes (saving owls, protecting the ozone layer), people fighting against various forms of oligarchic control are part of a single, powerful movement. Recognizing this shared struggle is the key to victory.

"Something has changed in the way that the public conceives of its relationship to power. And it is creating a tailwind that is causing politicians to act in ways that we have not seen them act in living memory... the only way to explain it is that the people are starting to win."