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> Free does not scale

No disagreement there, except the early web was not about scale. The sites you visited may have been created by someone as a hobby, a university professor outlining their courses or research, a government funded organization opening up their resources to the public, a non-profit organization providing information to the public or other professionals, or companies providing information and support for their products (in the way they rarely do today).

> people need to eat, pay for rent

Those people were either creating small sites in their spare time, or were paid to work on larger sites by their employer.

There were undoubtedly gaps in the non-commercial web. On the other hand, I'm not sure that commercializing the web filled those gaps. If anything, it is so "loud" that the web of today feels smaller and less diverse than the web of the 1990's.

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I agree there are hobbyists, for lack of a better term, who will always share for free "for the love of the game", passion, whatever you want to call it. Nothing stops them from doing this passion or charity work today, the evidence of that is clear from the content we see daily pass through /new here. That was never really ad driven, nor would it be in the future, and numerous mechanisms remain for them to share this content for free with the world. But that is a small minority of today's Internet and consumption of data, information, and content (imho).

How does HN exist? Wealthy benefactors. Do I appreciate it any less? I do not, I am very grateful. But solutions are needed where a wealthy benefactor has not stepped in or does not exist, a commercial business model is untenable, the government does not or will not fund it, and the scale is beyond a single person spending a few hours a week on it for free.

https://xkcd.com/2347/

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Newspapers continue to run ads even after the paywalls went up everywhere a decade or so ago. Once "premium" offerings like HBO, which were ad-free on cable TV, now has ads on its paid streaming version. Even with the "premium" subscription tier, there's sponsored/co-branded content. And for some reason, it now has live sports, where they have no control over the ads shown.
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The problem was less the scale of supply and more the scale of demand.

In the 19th century, economist William Stanley Jevons found that, as coal became more readily and easily available, demand for it went up. This was counter to the theories of others, and the principle became known as Jevons Paradox.

Jevons Paradox (a concept that is widely misunderstood, especially when it comes to tech and finance bros talking about AI) demonstrates that, a resource becomes more abundant and easily accessible, demand for that resource rises. As the web took off, people hungered more and more for digital content -- especially as internet accessibility became faster and cheaper.

To keep up -- and to pay for being able to keep up -- increasingly sophisticated monetization models were introduced.

In any case, ad models are one thing. But it's the data brokering that's even more insidious.

The irony is that if internet content were harder to access, the population on the whole wouldn't want it as much.

Now, the culmination of Jevons Paradox has spun itself around a bit in this case. We now live in a world where those profiting off of ad models and data brokering actively try to get people to demand internet content more. (Look no further than the recent social-media-addiction lawsuits.)

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> I would rather pay people and websites for content.

I do not think that this is a workable model. Firstly, because it leads inevitably to monopolization, because you don't want to pay 50,000 people for content, you want to pay 10 people for content. Secondly, because most content is bad and a waste of time and you don't find out until after you've bought it. Thirdly, and most importantly, is that there's no actual, clear separation between "news" and "advertising."

Content is generated because people who want that content generated sponsor it beforehand, and dictate the conditions under which the delivery of that content will be accepted as a fulfillment of that sponsorship. The people sponsoring that content can have any number of reasons for doing it; it can make them money directly (i.e. I have articles about cats, people who like cats subscribe to my cat website), which if you're a linear thinker you think is the only way, or it can make them money indirectly, maybe by leading consumers to particular products or political stances that they have a stake in.

This is simply the truth. Your preferences don't matter, and it's not a moral question. If you pay for content, you're more valuable to advertise to, not less. A lot of work is put into producing trash that you regret having read or watched, and was really intended to make you support Uganda's intervention in a Zambian election (or whatever.) If you "value" reading it, you've failed an intelligence test. Its value is elsewhere for the people to paid for it to be written.

What's recently shown itself to scale is small groups of people sponsoring journalists and outlets who put out tons of content for free. The motivation of those sponsors is usually to spread the points of view of the journalists they sponsor widely, because they believe them to be good.

There was never a pay model that supported things that people didn't feel passionate about or entertained by. Newspapers cost less than the paper they were written on. Television news was always a huge money loser that was invested in to raise the social status and respectability of the network. If you feel passionately about anything, you're far better off paying people to listen, to give you a chance, than to lock away content. Journalism as a luxury good can work, but only for Bloomberg terminals and Stratfor, when it is used to make other lucrative decisions by its buyers.

> orgs like Wikipedia, the Internet Archive, and others who have an endowment behind them

This is simply sponsorships by governments and billionaires. Never ever been any significant shortage of that (the patron saint of this is King Alfonso X.*) All of those people have wide interests that can often be served by paying for media to be produced or distributed. It's where we got our first public libraries from.

For me, the fact that Substack and Patreon almost work is more important, and is something that wouldn't have been as easy without the benefits that the internet brings for the collaboration of distant strangers.

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[*] https://en.wikipedia.org/wiki/Alfonso_X_of_Castile#Court_cul...

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I run into occasional articles, often linked from here, for say economist or ft.com or new york times

I'm not signing up for a subscription for that journal, but paying a small amount for access to that one article is a no brainer. I don't subscribe to a newspaper either, but I'll happily buy one.

The New European did this a decade ago using "agate" (named after the smallest font you'd get in a newspaper), top up with a few quid, then pay for each article.

Sadly didn't catch on. TNE dropped it in 2019[0]. Agate still exists, having been renamed to "axate", but consumers aren't willing to pay with anything other than their time.

[0] https://pressgazette.co.uk/news/new-european-drops-micro-pay...

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While this works for some cohort of consumer, it doesn't work for organizations that need consistent cashflows to pay for consistent expenses, and so, those willing to subscribe on a recurring basis carry the economic burden of sustaining such operations.
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Sadly you are atypical and the vast majority are freeloaders, who even without ads or tracking will try and find another way not to pay.
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There is no substance to this statement.

> Sadly you are atypical and the vast majority are freeloaders

Citation needed.

> who even without ads or tracking will try and find another way not to pay

Why is this relevant? People try to get free stuff all over the place and I don't find it makes my life difficult.

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>> Sadly you are atypical and the vast majority are freeloaders

> Citation needed.

I think we need to agree upon a definition of freeloader before citing sources to support the claim. I've found that many people who use the word have a much more transactional view of the world than I do.

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As opposed to morally upright people like yourself, who look for ways to pay for things that might be obtained freely?
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