I'm sorry but I just cannot imagine a way to make ad-supported media work. It can't and shouldn't work. Advertisers want to spend money to misinform the public; you can't then take this money to fund news, an operation that's ostensibly supposed to inform the public.
It's just a fundamentally insane business model. If you believe in news for news' sake, then ad-supported news is... trying to do enough good to outpace the harm being done by the funding mechanism for the news.
In the internet era, most ad-supported outlets that were doing interesting work were managing this kind of by scamming advertisers? Like the economics of it never made sense on the web, at all, but advertisers were unsophisticated so they kept putting money towards these outlets.
As advertisers became marginally more sophisticated, there's a drive to guarantee that ad dollars were translating to the deliberate harm that advertisers want to inflict. That drive is always going to choke out outlets doing interesting work, because advertisers would prefer a world where people are just groping through a maze of chumboxes.
And honestly that 404 piece is just... tragic, to me. It's people who obviously did a lot of very in-depth reporting work, they obviously thought very hard about this and chased down a lot of leads. But they then have to wrap that in nonsense arguments.
There is a huge opportunity for brands to buy ads on websites that have a dedicated readership and cover important issues people care about in an uncompromising way.
There isn't though. Advertising is a purely harmful activity that can only ever conflict with the mission of a serious news website. This is like saying there's a huge opportunity for brands to dump toxic waste into water tables that have a dedicated drinkership and provide important hydration.
And of course, the reason they do that is that 404 is ad-supported media. You have to believe in the nonsense if you're a producer of nonsense.
The only thing the ad industry should do is die, and the only attitude anyone should have towards them is that they should die. Ads were at one point a money faucet that some people latched on to in order to produce news, mostly for the love of the game. This money faucet was not a permanent thing, and the incentives of everyone involved are fundamentally contradictory, and it's not something that can be relied upon to produce news.
