Matthew Prince

Co-Founder & CEO, Cloudflare · 2 appearances on the record.

computed by AI from the episodes · how this works → · full disclaimer →

founderexecutiveacademic@eastdakota ↗LinkedIn ↗cloudflare.com ↗Wikipedia ↗Instagram ↗

He co-founded Cloudflare in 2009, leading the company through its 2019 IPO and serving as its CEO. Prior to Cloudflare, he co-created Project Honey Pot and taught law at the University of Illinois Chicago School of Law.

53statements → 39claims → 16claims resolved → 56%fully supported → 3.87/5average certainty → 2.7/5average debate potential → 4.3/5argument clarity · the sources → 17said about them ↓

9 supported 3 partly supported 4 contradicted 3 not yet assessed 20 not checkable as stated how the 39 claims stand · each chip opens the sources

17 predictions · 22 assertions · 6 opinions · 2 insights · 6 disclosures · every statement was checked. The predictions and assertions are the 39 claims: statements the public record can support or contradict. 16 are resolved, 3 are not yet assessed, and 20 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Matthew argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported
Prince: Anthropic's 60,000-to-1 crawl-to-click ratio means publishers are completely dead
“I think they're dead at 250 or 1500 to one that we're seeing with OpenAI and completely dead at 60,000 to one that we're seeing with something like Anthropic.”
Matthew Prince Aug 13, 2025 ▶ 8:28 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince

Their most notable contradicted claim

Assertion Contradicted
Prince: Google search query volumes are declining for the first time
“What we're seeing though, is that for the first time in history, searches across the major search engines, Google in particular, are actually on the decline.”
Matthew Prince Aug 13, 2025 ▶ 1:10 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince

Expressed certainty vs assessment result

none yet certainty 1
none yet certainty 2
none yet certainty 3
68% certainty 4
50% certainty 5

weighted support: a fully supported claim counts one, a partly supported claim counts half. Each filled bar is clickable and opens exactly those claims; "none yet" means nothing said at that certainty level has resolved yet

Argument clarity: do they answer the question? how? →

4.3 / 5 directness 4.7 · coherence 4.6 · precision 4.2 · compression 3.9

answered every one of 9 assessed questions directly

This is a score against a rubric. It is not a rank. Every host question → answer exchange is scored with names hidden on directness, coherence, precision and compression, 1–5 each, on meaning alone: disfluencies are ignored, and only raw unedited episodes count. This is the score that measures thought. Every scored exchange, scores shown → · The rubric and its checks →

How they sound: not measured why? →

We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Matthew Prince on measured tape to publish a rate. This says nothing about how they speak.

Everything Matthew Prince said on Big Technology that made the record, most notable first. Filter by type, assessment or year in the ledger →

Disclosure
Prince: Cloudflare will block Google scrapers for publishers starting in September
“And what we have said at cloudflare is that by mid September, we're gonna treat Google the same way on. If you have an, you know, ads, if you're a business that's ad supported, subscription supported, then we're going to restrict Google from being able to acce…”
Matthew Prince Sep 2, 2026 ▶ 30:05 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Assertion Not checkable as stated
Prince: Earning traffic from OpenAI is 750x harder than Google historically
“In OpenAI's case, it's 750 times harder to get traffic than it was from Google just 10, 10, 10 years ago. In the case of something like Anthropic, it's 30,000 times more, more difficult to get that traffic.”
Matthew Prince Aug 13, 2025 ▶ 4:02 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Assertion Supported
Prince: Anthropic's 60,000-to-1 crawl-to-click ratio means publishers are completely dead
“I think they're dead at 250 or 1500 to one that we're seeing with OpenAI and completely dead at 60,000 to one that we're seeing with something like Anthropic.”
Matthew Prince Aug 13, 2025 ▶ 8:28 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Assertion Supported
Prince: Automated web traffic surpassed human traffic for first time in 2026
“In May of 2026, you won't believe it, but we now see that automated traffic is past human traffic for the first time in the history of the internet.”
Matthew Prince Sep 2, 2026 ▶ 2:16 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Opinion
Prince: App stores and Facebook damaged the open web
“And the app store in some ways was an enormous threat to the web. Like it took people away from the web. It was probably one of the biggest, between it and Facebook were like the two biggest forces that really made the web less interesting.”
Matthew Prince Sep 2, 2026 ▶ 6:44 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Held up
Prince: Google Paying Publishers for AI Scraping Is Inevitable
“I don't know if they'll pay up before the deadline, but I think it's inevitable that they'll pay up. Because again, I think that they need the content and they understand fundamentally that journalists and content creators and academics deserve to eat.”
Matthew Prince Sep 2, 2026 ▶ 36:31 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Disclosure
Cloudflare announces hard-blocking AI crawlers unless they pay creators
“And then just today on July first, we announced that we are hard blocking the AI crawlers unless they will actually compensate Content creators for the content that they're creating.”
Matthew Prince Aug 13, 2025 ▶ 4:42 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Prediction Open · timeframe Sep 2031
Prince: Automated Web Traffic Will Be 1,000x Human Traffic Within Five Years
“And if we just assume the current trends, what's, what's blows my mind is that if you just fast forward five years from now we estimate now that automated traffic online will be a thousand times what human traffic is.”
Matthew Prince Sep 2, 2026 ▶ 2:43 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Not checkable as stated
Prince: The tech ecosystem will move away from the app store model
“I do think that we're going to move more and more away from kind of an app store model. Because that's not going to be the interface where we reconnect with it.”
Matthew Prince Sep 2, 2026 ▶ 6:36 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Opinion
Prince: Defining internet monetization is tech's most important question
“Over the next five years, figuring out what the business model of the next 30 years of the internet, like, that's the most interesting and important question in technology today, by far.”
Matthew Prince Sep 2, 2026 ▶ 9:25 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Assertion Not checkable as stated
Prince: Universal containerized AI agents require 40x global annual CPU production
“If every one of those agents ran in a traditional container, like, you know, which is not even a VM, not even its own server, but just a container, right? You would need more than 40 times the current CPU production in an, in a calendar year in order to suppor…”
Matthew Prince Sep 2, 2026 ▶ 17:25 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Not checkable as stated
Prince: AI micropayments must scale beyond 100 million transactions per second
“We think that somewhere between one and 10% of those will day one be monetizable through agents with a with a micropayments transaction, which means that if you're going to build something like this, you've got to build a payments infrastructure that can day o…”
Matthew Prince Sep 2, 2026 ▶ 25:24 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Not checkable as stated
Prince: 2026 Will Be the Year Media Creators Get Paid by AI
“I really think that 2026 is going to be the year that in the media space, in the content space, that you're going to see a real shift and then content creators are going to get paid.”
Matthew Prince Sep 2, 2026 ▶ 35:36 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Not checkable as stated
Prince: AI Purchasing Agents Will Systematically Favor Incumbent Mega-Corporations
“The agents have infinite time to research every possible detail. And so they're going to look for where the richest sources of information that are online, which are going to be for the established big companies that are out there.”
Matthew Prince Sep 2, 2026 ▶ 43:02 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Prediction Not checkable as stated
Prince: Ad-free AI agents will widen the global wealth divide
“And then by the way, we get to worry about the next problem, which is that AI is this massive divider between, you know, the rich and the poor. And if we're not in an ad based business model in anymore, which I think is likely if you're spending thousands of d…”
Matthew Prince Sep 2, 2026 ▶ 49:44 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
Assertion Contradicted
Prince: Google search query volumes are declining for the first time
“What we're seeing though, is that for the first time in history, searches across the major search engines, Google in particular, are actually on the decline.”
Matthew Prince Aug 13, 2025 ▶ 1:10 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Assertion Not checkable as stated
Prince: Getting a referral click from Google is 10x harder today
“Today, it's almost 10 times as hard to get a click, to get a visitor from Google to your site.”
Matthew Prince Aug 13, 2025 ▶ 3:01 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Assertion Partly supported
Prince: 75% of Google search queries are answered without a click
“In fact, about 75% of queries to Google now get answered on Google itself.”
Matthew Prince Aug 13, 2025 ▶ 3:28 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Prediction Not checkable as stated
Prince: AI-driven web will cause media consolidation and reduced content
“Again, I think that that's just going to mean that over time we'll have more consolidation in the media industry. We'll have less and less content. We'll have actually more salacious headlines as people are chasing The content that is, is left that's out there…”
Matthew Prince Aug 13, 2025 ▶ 6:29 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Assertion Supported
Prince: Google's AI Overviews pushed its crawl-to-click ratio to 18:1
“The ratio 10 years ago of crawls from Google to clicks was two crawls, one click. Six months ago, it was up to six crawls one click, and that's all because of the answer box. What the AI overviews, which they've rolled out over that time, have done is they've …”
Matthew Prince Aug 13, 2025 ▶ 7:41 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Prediction Not checkable as stated
Prince: Strangling publisher incentives will eventually degrade AI systems
“If we strangle off the business model of those places, if we strangle off the incentives for content to create for content creators to create content, then we're actually going to end up strangling the AI systems as well, because there's, if there's no content…”
Matthew Prince Aug 13, 2025 ▶ 9:28 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Prediction Not checkable as stated
Prince: Strangling creator incentives will ultimately hurt AI companies
“In order for AI to get better, you have to have original content. People have to be going out and creating that. And right now we're strangling off all of the incentives for that content creation, which not only hurts content creators, it will ultimately hurt …”
Matthew Prince Aug 13, 2025 ▶ 15:41 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Opinion
Prince: AI bots should pay heavily for content so humans read free
“Humans should get content for free again, because we've kind of paywalled way too much, frankly. And robots should pay a ton for it. Because again, every time a robot ingests something, it's in service of, Hundreds of thousands, if not millions of different hu…”
Matthew Prince Aug 13, 2025 ▶ 18:41 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince
Prediction Not checkable as stated
Prince: AI will eliminate creator subscription revenue by summarizing podcasts
“That will go away as well, because what will happen is the AI company will ingest the podcast and then summarize it on, on their page.”
Matthew Prince Aug 13, 2025 ▶ 20:02 Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince

Show 24statements(29 left)

The other half of the tape: Matthew Prince's own voice is left out of every number here. Other people bring the name up 16 times in 6 episodes on Big Technology. 1 statement on the record names them. every mention, with the transcript →

Who brings them up most Alex Kantrowitz 16

Statements about Matthew Prince, by other people (1)

Assertion Supported
Cloudflare data shows AI crawlers send exponentially fewer visits than Google
“Now for Google, it's 18 pages crawled, one visit. OpenAI, it's 1500 pages crawled, One visit. Anthropic, it's, was, it's now gone up from 6000 to 60,000 pages crawled. One visit.”
Alex Kantrowitz Jun 30, 2025 ▶ 2:17 The Web’s ‘Existential’ AI Threat, OpenAI’s Microsoft Office Competitor, Tesla Robotaxi Launch

Every mention by year

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Appearances (2)

EpisodeDateSpeaking time
Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince Sep 2, 2026 36m
Can We Save The Web From AI? — With Cloudflare CEO Matthew Prince Aug 13, 2025 37m
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