JK

Jason Koebler

Things Jason Says on Podcasts

Journalist and co-founder of 404 Media, covering technology, surveillance and the internet. Previously editor-in-chief of Motherboard for six years after four years as a staff writer there. Writes for 404 Media and appears on The 404 Media Podcast. Has been a guest on On the Media, What Next: TBD, Tech Won't Save Us and Better Offline.

Where to Find Them

Jason Koebler hosts The 404 Media Podcast , hosts and writes 404 Media and writes DeLong's Grasping Reality Weblog . They have also been a guest on TechStuff (5 times) , On the Media (4 times) , What Next: TBD | Tech, power, and the future (4 times) , Taylor Lorenz’s Power User (3 times) , Tech Won't Save Us (3 times) , The Engadget Podcast (2 times) , All TWiT.tv Shows (Audio) , Better Offline , Tech News Weekly (Audio) , The Intercept Briefing , Tech News Weekly (Video) , On with Kara Swisher , Close All Tabs , All TWiT.tv Shows (Video) , Decoding Tech , Recode Media and Daily Tech News Show .

Recently: “There’s Nothing Mysterious or Unusual About the Viral German Sexual Harassment Robot” on 404 Media (October 2026); “Cops Can Use AI to Pinpoint Your Home with Just One Photo” on The 404 Media Podcast (October 2026); “The Social Reckoning’s Real-Life Whistleblower” on The 404 Media Podcast (October 2026); “TNW 458: Congress Takes Aim at Flock - Why AI Agents Look & Feel Inviting” on Tech News Weekly (Video) (October 2026); “TNW 458: Congress Takes Aim at Flock - Why AI Agents Look & Feel Inviting” on Tech News Weekly (Audio) (October 2026); “Tech News Weekly 458: Congress Takes Aim at Flock” on All TWiT.tv Shows (Video) (October 2026).

What They Said

“Our AI content strategy has started a doom loop that will hurt the performance of our models and the entire web at the same time. It is highly unusual that an end product threatens the economic foundations of its essential suppliers, but that is the situation we have created for our LLM business with respect to its content supply chain.” — Jason Koebler, The 404 Media Podcast

Koebler reading aloud from an internal Microsoft document unsealed in the New York Times' copyright suit against OpenAI and Microsoft, as the 404 Media hosts go through the summary-judgment filings. The same batch of documents has an OpenAI policy director describing the company as creating systems that substitute for the labor of the people who define the culture of society. The point Koebler draws out: the companies are describing model collapse in their own words.

The 404 Media Podcast · 2026-09-23 Permalink → Listen →
The 404 Media Podcast Around 10:36 into the episode
Jason Koebler

…clicks to news sites and the New York Times fell by more than 90%. So, I mean, just like a huge, huge decrease. And all this aligns with what we've seen in real life. News sites are not getting clicks from Google anymore because of AI overviews, like that traffic has created, so on and so forth.

Joseph Cox

…New York Times paywall. Now, I don't think this is probably going to be the most sophisticated thing in the world. I think anybody on the internet probably knows how to get around, you know, certain paywalls and that sort of thing. But what did they say and sort of what is the significance of that?

Jason Koebler

…shouldn't have taken that paywalled content. I mean, the document that I thought was most interesting and which we've kind of mentioned, but haven't gotten into what it is, is this one that's in the headline about Doom Loop. It is an internal Microsoft document that basically assesses what LLMs are doing to the industry and specifically what their strategy is doing. And so the quote is: quote, our AI content strategy has started a doom loop that will hurt the performance of our models and the entire web at the same time. It is highly unusual that an end product threatens the economic foundations of its essential suppliers, but that is the situation we have created for our LLM business with respect to its content supply chain. It's basically like they're saying we are making something that is siphoning from another thing, these suppliers, these people who write articles and publish articles and books and art and all that. And what we're doing is destroying that. And there's an open AI document that also kind of touches on this from their policy director, Jack Clark, where he said that the company was, quote, creating…

Emanuel Maiberg

Is there a date for those?

Jason Koebler

There's not a date. I mean, a lot of this stuff was happening around like GPT-3. GPT-3 was like many at this point, generations ago, but that's kind of the moment that ChatGPT was like became a thing and where it had this amazing growth and people started using it. And then the depositions have…

Joseph Cox

Yeah. So, I mean, listeners and viewers of this podcast probably kind of already know of this, right? And we obviously know it and other people in the media industry do, other people who just follow AI are like none of these are new ideas to them. But it is obviously significant that we're hearing…

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