Startup DreamersStartup Dreamers
  • Home
  • Startup
  • Money & Finance
  • Starting a Business
    • Branding
    • Business Ideas
    • Business Models
    • Business Plans
    • Fundraising
  • Growing a Business
  • More
    • Innovation
    • Leadership
Trending

Feds Seize Record-Breaking $15 Billion in Bitcoin From Alleged Scam Empire

October 20, 2025

NYT Mini Crossword Clues And Answers — Sunday, October 19

October 19, 2025

A Plan to Rebuild Gaza Lists Nearly 30 Companies. Many Say They’re Not Involved

October 19, 2025
Facebook Twitter Instagram
  • Newsletter
  • Submit Articles
  • Privacy
  • Advertise
  • Contact
Facebook Twitter Instagram
Startup DreamersStartup Dreamers
  • Home
  • Startup
  • Money & Finance
  • Starting a Business
    • Branding
    • Business Ideas
    • Business Models
    • Business Plans
    • Fundraising
  • Growing a Business
  • More
    • Innovation
    • Leadership
Subscribe for Alerts
Startup DreamersStartup Dreamers
Home » Matthew Prince Wants AI Companies to Pay for Their Sins
Startup

Matthew Prince Wants AI Companies to Pay for Their Sins

adminBy adminSeptember 21, 20252 ViewsNo Comments4 Mins Read
Facebook Twitter Pinterest LinkedIn Tumblr Email

My evidence that we’re onto something is we’ve seen a handful of content deals, and the company that has gotten the best deal by far is Reddit. We know from their public filings that last year they got close to $140 million a year from Google and OpenAI.

Hmm.

If you compare that with a similar deal that was done for The New York Times, they got about $20 million. So Reddit got seven times more than The New York Times. Why? Well, maybe it’s crazy …

I think I know where you’re going, and I’m gonna agree with you, but [$140 million compared to $20 million is] a wildly different number.

Yeah. But 20 minutes ago we both, I think, agreed that we’re nostalgic for the quirky internet …

Oh, I love Reddit.

… and there’s nothing that represents that more than Reddit. The New York Times is amazing, but if you have data from The New York Times, The Wall Street Journal, The Washington Post, The Boston Globe, like how much real difference is there? Basically the facts stay the same between those, whereas Reddit is this unique content, and so we already have some evidence that the business model of the AI-driven web is going to be one that rewards the Reddits of the world more.

All right. I gotta figure out what hole in the Swiss cheese I’m gonna fill.

You know, the scariest meeting I’ve had in the last little bit was coffee with Anna Wintour. My wife was like, “You have to wear a suit.” And I’m like, “I don’t have anything.”

Wait. This is really important. What did you wear, Matthew?

It was in New York and it was a hundred degrees outside, a hundred percent humidity. The only suit I had was this light blue, fall, relatively heavy suit. So, I wore the suit.

Oh boy.

Anna probably rolled her eyes at this. But I also was just a sweaty mess. So I think it was a pretty embarrassing meeting.

This is a shocking visual. I’m sure she thought it went great. The thing about my boss is that she’s actually really, really nice. So there you go.

She was incredibly, incredibly lovely, and so thoughtful about the whole content and media industry. So I really appreciated the opportunity to get to pick her brain.

That’s really funny.

Even though my sartorial sense is pretty …

Trust me, so is mine. I know the feeling.

Before we end, I wanna play a little game we came up with. It’s called Control, Alt, Delete. What piece of tech would you love to control? What piece would you alt, so alter or change, and what would you delete? What would you vanquish from the Earth if given the opportunity?

So, delete. I’d probably say TikTok. Zero protein, very low-value content, I think, is really dangerous and damaging.

Um, control. I feel super privileged in terms of what we do at Cloudflare, so I would love to have significant influence in thinking through what the next business model of the web looks like. I don’t necessarily wanna control it, but I would love to at least control making sure that we’re rewarding filling the holes in the cheese.

Then, alt. I’m still longing for a home automation system that doesn’t suck. Because I showed up at my house in Austin and the light switches didn’t work and I couldn’t turn the TV on. You know, a smart home that was a little bit smarter.


How to Listen

You can always listen to this week’s podcast through the audio player on this page, but if you want to subscribe for free to get every episode, here’s how:

If you’re on an iPhone or iPad, open the app called Podcasts, or just tap this link. You can also download an app like Overcast or Pocket Casts and search for “uncanny valley.” We’re on Spotify too.

Read the full article here

Share. Facebook Twitter Pinterest LinkedIn Tumblr Email

Related Articles

Feds Seize Record-Breaking $15 Billion in Bitcoin From Alleged Scam Empire

Startup October 20, 2025

A Plan to Rebuild Gaza Lists Nearly 30 Companies. Many Say They’re Not Involved

Startup October 19, 2025

Google Search Could Change Forever in the UK

Startup October 18, 2025

‘Sovereign AI’ Has Become a New Front in the US-China Tech War

Startup October 17, 2025

Inside Intel’s Hail Mary to Reclaim Chip Dominance

Startup October 15, 2025

How China Is Hoping to Attract Tech Talent

Startup October 14, 2025
Add A Comment

Leave A Reply Cancel Reply

Editors Picks

Feds Seize Record-Breaking $15 Billion in Bitcoin From Alleged Scam Empire

October 20, 2025

NYT Mini Crossword Clues And Answers — Sunday, October 19

October 19, 2025

A Plan to Rebuild Gaza Lists Nearly 30 Companies. Many Say They’re Not Involved

October 19, 2025

Microsoft Confirms Emergency Update For Millions Of Windows Users

October 18, 2025

Google Search Could Change Forever in the UK

October 18, 2025

Latest Posts

‘Sovereign AI’ Has Become a New Front in the US-China Tech War

October 17, 2025

‘NYT Mini’ Hints And Answers For Thursday, October 16

October 16, 2025

‘NYT Mini’ Hints And Answers For Wednesday, October 15

October 15, 2025

Inside Intel’s Hail Mary to Reclaim Chip Dominance

October 15, 2025

Microsoft’s Free Windows Offer—You Have 24 Hours To Act

October 14, 2025
Advertisement
Demo

Startup Dreamers is your one-stop website for the latest news and updates about how to start a business, follow us now to get the news that matters to you.

Facebook Twitter Instagram Pinterest YouTube
Sections
  • Growing a Business
  • Innovation
  • Leadership
  • Money & Finance
  • Starting a Business
Trending Topics
  • Branding
  • Business Ideas
  • Business Models
  • Business Plans
  • Fundraising

Subscribe to Updates

Get the latest business and startup news and updates directly to your inbox.

© 2025 Startup Dreamers. All Rights Reserved.
  • Privacy Policy
  • Terms of use
  • Press Release
  • Advertise
  • Contact

Type above and press Enter to search. Press Esc to cancel.

GET $5000 NO CREDIT