The Eric Ries Show
The Eric Ries Show
Eric Ries
“AI Will Break the Internet” — Cloudflare CEO’s Big Prediction
1 hour 18 minutes Posted Aug 28, 2025 at 1:00 pm.
What if your company’s mission turned out to be bigger than you imagined?In this episode of The Eric Ries Show, I speak with Matthew Prince, co-founder and CEO of Cloudflare, now a $70 billion company defending 20% of all internet traffic. We trace how Cloudflare’s mission wasn’t declared at the start, but discovered through a series of principled decisions, from protecting journalists and activists to making encryption free for everyone.We also explore today’s urgent challenges: how AI’s shift from search engines to answer engines threatens the web’s business model, why creators must be compensated, and what a sustainable, human-centered internet could look like.This is a conversation about technology, power, and what it means to build with principle.—Where to find Mathew Prince: • LinkedIn: https://www.linkedin.com/in/mprince/• X: https://x.com/eastdakota—Where to find Eric:• Newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://ericries.carrd.co/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ • Podcast:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://ericriesshow.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ • YouTube:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/@theericriesshow⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ —In This Episode We Cover:
Intro
Cloudflare’s history of blogging
How Cloudflare got involved in safeguarding democracy
How Matthew learned Cloudflare would make enemies
Why Cloudflare stopped charging for encryption
How a series of principled decisions led to Cloudflare’s mission
Why a clear mission makes recruiting and building a company easier
Cloudflare’s culture of psychological safety around failure
Lessons from Cloudflare’s mission and scrappy early team
Why scale and valuation didn’t shake Cloudflare’s mission
How the shift from search to answers is reshaping the internet
Why we need a new business model to compensate content makers
Matthew’s vision for a sustainable future of creators and AI
How supporting creators sustains both the internet and Cloudflare’s mission
Lessons from Spotify on supporting creators
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Show notes
What if your company’s mission turned out to be bigger than you imagined?In this episode of The Eric Ries Show, I speak with Matthew Prince, co-founder and CEO of Cloudflare, now a $70 billion company defending 20% of all internet traffic. We trace how Cloudflare’s mission wasn’t declared at the start, but discovered through a series of principled decisions, from protecting journalists and activists to making encryption free for everyone.We also explore today’s urgent challenges: how AI’s shift from search engines to answer engines threatens the web’s business model, why creators must be compensated, and what a sustainable, human-centered internet could look like.This is a conversation about technology, power, and what it means to build with principle.—Where to find Mathew Prince: • LinkedIn: https://www.linkedin.com/in/mprince/• X: https://x.com/eastdakota—Where to find Eric:• Newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://ericries.carrd.co/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ • Podcast:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://ericriesshow.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ • YouTube:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/@theericriesshow⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ —In This Episode We Cover:(00:00) Intro(02:44) Cloudflare’s history of blogging (08:06) How Cloudflare got involved in safeguarding democracy (14:30) How Matthew learned Cloudflare would make enemies(16:42) Why Cloudflare stopped charging for encryption (18:36) How a series of principled decisions led to Cloudflare’s mission(26:24) Why a clear mission makes recruiting and building a company easier(32:00) Cloudflare’s culture of psychological safety around failure (34:18) Lessons from Cloudflare’s mission and scrappy early team(44:27) Why scale and valuation didn’t shake Cloudflare’s mission(50:12) How the shift from search to answers is reshaping the internet(1:01:00) Why we need a new business model to compensate content makers (1:03:48) Matthew’s vision for a sustainable future of creators and AI(1:06:26) How supporting creators sustains both the internet and Cloudflare’s mission(1:09:57) Lessons from Spotify on supporting creators(1:12:26) How Cloudflare handles its civic responsibility with transparency—You can find episode references at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.ericriesshow.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠—Production and marketing by ⁠⁠⁠⁠Pen Name⁠⁠⁠⁠.Eric may be an investor in the companies discussed.