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Y2K WAS THE FIRST WARNING, CLOUDFLARE WAS THE SECOND WARNING
VANITY | November 21, 2025 | CIB-173RDABN

Posted on 11/21/2025 1:19:13 AM PST by CIB-173RDABN

The recent Cloudflare outage ought to make us stop and think. One small update — a config file that grew bigger than expected — and suddenly a big chunk of the internet stumbled.

Not because of a hacker, not because of a storm, just because of a routine piece of code that didn’t behave the way someone expected.

And it reminded me of something from years ago: Y2K.

Back in 1999 people were predicting everything from power failures to bank shutdowns. What actually happened? Not much. And because of that, a lot of people convinced themselves Y2K was “nothing.”

But the truth is, the reason nothing happened is because programmers spent years fixing it before the clock ever rolled over. It was one of the rare moments where the world fixed the problem *before* it became a disaster.

Unfortunately, people walked away with the wrong lesson. They thought: “See? The experts overreacted.”
Instead of learning: “When we put in the work, we can prevent catastrophe.”

And that’s the problem today. Our systems are far more complicated now than they were in 1999. Back then the internet was still young. Software was smaller. Fewer things depended on each other.

Today everything is connected to everything else. One service depends on another, depends on another, and so on. That Cloudflare glitch was basically a warning shot: a reminder that a tiny mistake can ripple across the entire system instantly.

The fears people had about Y2K weren’t “wrong.” They were just early. We built a world where a single bad update really *can* cause banking problems, transportation failures, supply chain issues — all the things people worried about 25 years ago.

The difference is, back then we fixed it. Today we assume it will fix itself.

Cloudflare’s failure wasn’t the disaster. It was the reminder.

Y2K didn’t teach us that nothing bad will ever happen. It taught us that everything will go wrong eventually if we stop paying attention.


TOPICS: Business/Economy; Computers/Internet
KEYWORDS: anotherstupidvanity; cloudflare; getajob; nobodyaskedyou; pleasestop; toomanyvanities; y2k
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After Cloudflare went down, I asked an AI program to dig into how connected everything really is. Turns out we rely on computers, the internet, and AI for more parts of everyday life than I realized. Nothing in human history has ever been this linked together, and it made me think about what would happen if that link snapped.

The hype surrounding Y2K was because no one knew what could really happen. It ended up being a relatively simple — though time-consuming and costly — fix because programmers knew exactly what the problem was and how to solve it. In the future, if a major system goes down, they might not know what the problem is or how to fix it. That’s the scary part.

1 posted on 11/21/2025 1:19:13 AM PST by CIB-173RDABN
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To: CIB-173RDABN
The Cloudflare outage was just one of many in the past year. Microsoft had a conspicuous and widespread outage due to a bad config update a couple of months ago. There have been others, not as visible as Cloudflare's but noticed by those of us in the business (I'm in IT).

You're quite right in your comments about Y2K -- I was one of those techies who spend scores of hours finding and fixing all the places where the clock would step on itself. Unfortunately the modern internet doesn't lend itself to that kind of pre-emptive fix. The next big one that -is- predictable is the 32-bit unsigned int Unix clock rollover in 2038, but most modern OSes use a 64-bit representation these days.

2 posted on 11/21/2025 1:43:48 AM PST by dayglored (This is the day which the LORD hath made; we will rejoice and be glad in it. Psalms 118:24)
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To: CIB-173RDABN

Someday, and hopefully not too soon, Americans will be able to say how fortunate we’ve been all of this time to have had the United States Space Force on our side.


3 posted on 11/21/2025 1:45:02 AM PST by equaviator (Nobody's perfect. That's why they put pencils on erasers!)
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To: dayglored

I spent over a year working on Y2K for a company, from inventorying to code fixing to system testing. There were literally hundreds of programs and thousands of lines of code involved, any one of which was a production killer. It was no myth or false alarm. Most people didn’t have to worry about it though, and weren’t even aware of the crisis, unless they thought it was overhyped. It was probably the most stressful and overworked year of my life.


4 posted on 11/21/2025 2:00:40 AM PST by Telepathic Intruder
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To: CIB-173RDABN

Cloudflare’s issue was configuration mismanagement, something that proper pipelining and regression testing should have caught.

Y2K was a known issue that was caught very early and mitigated quickly with little fanfare. I remember Y2K very well, being on-call and alert on NYE waiting for planes to fall from the sky, which never happened.

AWS and Azure outages recently were both due to DNS which is a bigger problem, IMO. DNS is very old tech, and the people who know it deeply and can wrap their brain around a very tangled global web are aging out of the workforce. Those of us with deep tribal knowledge are being told we’re being replaced by AI. As I approach retirement age, I’m going to sit back with some iced tea and a cigar and watch as the youngins with zero exposure or experience with DNS fumble with it when a serious outage occurs taking us down for days, not just hours.


5 posted on 11/21/2025 2:54:15 AM PST by rarestia (“A nation which can prefer disgrace to danger is prepared for a master, and deserves one.” -Hamilton)
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To: equaviator

True.


6 posted on 11/21/2025 2:56:11 AM PST by No name given ( Anonymous is who you’ll know me as )
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To: rarestia

As I approach retirement age, I’m going to sit back with some iced tea and a cigar and watch as the youngins with zero exposure or experience with DNS fumble with it when a serious outage occurs taking us down for days, not just hours.


I am retired and have had a lot of time to think about this. I was a service technician for over 30 years. The equipment I worked on changed over time but the one constant that even with newer more advance equipment there was a lot of the older equipment still in use and needed repair. But I noticed as I got older, and newer, younger techs were hired, they were not interested in learning about the older stuff. It was the older techs like me who kept them working. When I retired there were still a lot of the older stuff out there that the “younger” techs knew nothing about.

The same thing is occurring with programming and the internet, it is a tangle of old and new, and patch work being kept together with hope and a prayer.

Add to this different companies are adding their own unique apps and programs to the system, when the system fails, will anyone know where and why?


7 posted on 11/21/2025 3:15:04 AM PST by CIB-173RDABN
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To: CIB-173RDABN

Yeah, systems needed to be updated, but Y2K was a massive shakedown by tech industry consultants and service providers.


8 posted on 11/21/2025 3:26:59 AM PST by 9YearLurker
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To: CIB-173RDABN

I mentor a lot of high school and college students. Every one of them is learning about cloud and modern programming. When I ask them about the OSI stack or Active Directory or how DHCP works, they ask, “What’s that?”


9 posted on 11/21/2025 3:28:13 AM PST by rarestia (“A nation which can prefer disgrace to danger is prepared for a master, and deserves one.” -Hamilton)
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To: equaviator
"Someday, and hopefully not too soon, Americans will be able to say how fortunate we’ve been all of this time to have had the United States Space Force on our side."

We are blessed. Yet I would guess that their tech systems too are hosted on the cloud of the internet of things

10 posted on 11/21/2025 3:34:31 AM PST by buckalfa (More chaos and disruption please.)
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To: CIB-173RDABN; dayglored; equaviator; Telepathic Intruder; rarestia
This has been making the rounds and belongs on the thread.


11 posted on 11/21/2025 4:04:26 AM PST by FreedomPoster (Islam delenda est)
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To: CIB-173RDABN

Good thing Peter Gibbons and Michael Bolton had the Y2K switchover under control.


12 posted on 11/21/2025 4:06:57 AM PST by MayflowerMadam (It's hard not to celebrate the fall of bad people. - Bongino)
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To: CIB-173RDABN

https://en.wikipedia.org/wiki/Year_2038_problem


13 posted on 11/21/2025 4:18:38 AM PST by Theophilus (covfefe)
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To: Telepathic Intruder
It was probably the most stressful and overworked year of my life.

Same here. I managed a team that was responsible for correcting the programming across 8 world-scale chemical plants. New Year’s Eve 1999 was spent in a “war room”, monitoring impacts around the world. The champagne at the end was the BEST ever!

14 posted on 11/21/2025 4:33:21 AM PST by SomeCallMeTim
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To: FreedomPoster

I was just going to go grab that, thank you.


15 posted on 11/21/2025 4:34:19 AM PST by Openurmind (AI - An Illusion for Aptitude Intrusion to Alter Intellect. )
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To: CIB-173RDABN; All

Very interesting. Thanks posters.


16 posted on 11/21/2025 4:37:41 AM PST by PGalt (Past Peak Civilization?)
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To: CIB-173RDABN

Y10K is right around the corner. Hope you remember how to code COBOL.


17 posted on 11/21/2025 4:38:31 AM PST by Sirius Lee ("Never argue with a fool, onlookers may not be able to tell the difference.d)
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To: dayglored

Is COBOL still alive anywhere?


18 posted on 11/21/2025 4:41:56 AM PST by imardmd1 (To learn is to live; the joy of living: to teach. Fiat Lux! )
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To: Theophilus

I was not aware of the 2038 problem.

Y2K was a relatively simple (albeit time consuming and expensive fix), I am not sure how the UTC fix is going to be done since I doubt any one really knows what applications are using it and where it is in the code ( I am not a programmers so I may be using the wrong terminology).

This fits my warning. The internet and AI is becoming very necessary evil in our world, but it is also very fragile. One part, one glitch could cause a lot of chaos around the world.


19 posted on 11/21/2025 4:55:10 AM PST by CIB-173RDABN
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To: CIB-173RDABN

Just wait till you see what a missing or corrupt npm package does. Oh wait. It already did.


20 posted on 11/21/2025 5:08:59 AM PST by libh8er
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