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The Internet Broke Again (And It's the Same Problem)

Listen, I need you to understand something: on Monday, roughly 20% of the internet just... stopped working. For three hours. And I'm not talking about some niche corner of the web—I'm talking ChatGPT, Twitter, Discord, Spotify, even the New Jersey Transit ticketing system. All gone. All because of one company you've probably never heard of.

That company is Cloudflare, and here's the kicker: this is the fourth time they've had a major outage this year alone.

What Actually Happened

At 11:20 UTC on November 18th, a configuration file that Cloudflare uses to manage threat traffic started growing. And growing. And growing. Until it got so bloated it crashed the entire system handling traffic for multiple services. No hack. No cyberattack. Just a file that auto-generated itself into oblivion because nobody was watching it.

The cascading effect was immediate and brutal. Over 26 million websites rely on Cloudflare's infrastructure. When it goes down, everything goes down. We're talking estimated losses of $5-15 billion per hour. Cloudflare's stock dropped 4%, wiping out $1.8 billion in market value.

Why This Keeps Happening

Here's the thing that should terrify you: this is a recurring pattern. March 2025? Storage credential errors. June? Google Cloud dependency failure. July? DNS configuration problems. Now this. Four major outages in less than a year.

Professor Alan Woodward from the University of Surrey put it perfectly—Cloudflare is "the biggest company you've never heard of," and the internet depends on "relatively few players." That concentration is the problem. Twenty percent of global web traffic flows through one company's pipes, and when those pipes burst, there's no backup plan that works fast enough.

The Real Problem Nobody's Solving

The brutal truth? Your company probably has disaster recovery plans, redundant systems, multiple cloud providers. Doesn't matter. When the infrastructure underneath all of that fails—and it's all using the same handful of providers—you're just as screwed as everyone else.

We keep building internet infrastructure like a Jenga tower, adding more and more weight on fewer and fewer critical pieces. And then we act shocked when pulling out one piece brings down half the tower.

Until we actually decentralize this, every company running "mission-critical" services is one configuration file away from total collapse.

And that's Monday for you.

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