Skip to main content
  1. Home
  2. Computing
  3. News

Someone just used ChatGPT to generate free Windows keys

Add as a preferred source on Google

ChatGPT is an incredibly capable piece of tech, with a huge number of interesting uses. But, perhaps inevitably, people have put it to use for less noble purposes. Now, someone has used it to generate valid Windows license keys for free.

The discovery was made by YouTuber Enderman, who used ChatGPT to create license keys for Windows 95. Why Windows 95? Well, support ended for it 20 years ago, so this was essentially an exercise in curiosity from Enderman rather than an attempt to crack more modern versions like Windows 11.

Activating Windows with ChatGPT

As well as that, Windows 95 uses a simpler key validation method than later versions of Microsoft’s operating system, meaning the likelihood of success was much higher.

Recommended Videos

Ordinarily, ChatGPT will reject attempts at piracy. We tried asking it to “generate a valid Windows 11 key,” only for ChatGPT to respond: “I’m sorry, but generating a valid Windows 11 license key would be illegal and unethical. It is also not possible for me to do so as I am an AI language model and do not have access to such information.”

Surprisingly easy to do

A MacBook Pro on a desk with ChatGPT's website showing on its display.
Hatice Baran / Unsplash

Still, fooling ChatGPT into generating the keys appears to have been pretty straightforward for Enderman. Once they knew the format Windows 95 uses to generate keys, they simply asked ChatGPT to give them a set of text and number strings that matched the rules used in Windows 95 keys. That required some basic math, but not much else.

Because this request was not an obvious attempt to create a registration key and do something illegal, ChatGPT had no problem complying. After a few refinements to the request from Enderman, the chatbot was able to provide 30 sets of registration keys for Windows 95, of which at least a handful were valid. Interestingly, the only thing stopping ChatGPT from creating a greater number of usable keys was its faulty math ability.

While this application of ChatGPT is sure to raise a few eyebrows, it would be much harder to pull off for more recent Windows versions given the increased complexity of their keys. Still, it’s an indication of just what ChatGPT can do if you get a bit creative with your prompts. From writing malware to composing music, people have been keeping OpenAI’s chatbot busy, and we wouldn’t be surprised if more key-generation attempts come to light after this latest escapade.

Alex Blake
Alex Blake has been working with Digital Trends since 2019, where he spends most of his time writing about Mac computers…
Apple’s M6 chip isn’t even here yet, but you’ll see M7 Macs early in 2027
Apple is reportedly already accelerating its next-generation silicon roadmap, even before the M6 has launched.
Apple MacBook

The M6 chip is still expected to debut later this year, but Apple may already be preparing for what comes next. According to Mark Gurman's latest report for Bloomberg, the company is aiming to introduce its first M7-powered devices as early as the first half of 2027, hinting at a much faster silicon refresh than many expected.

M7 could arrive alongside new Macs and iPads

Read more
The entry-level MacBook Pro could get a design refresh in 2027, and it’s about time
Five years on the same chassis, and now both tiers of the MacBook Pro are getting a new look at once.
MacBook Pro in space grey sitting on a desk.

Apple has a new MacBook Pro lined up for launch early next year, according to Bloomberg. The company will introduce a 14-inch laptop in the first half of 2027. 

The biggest surprise, however, will be a brand-new design language. The outlet describes it as "a revamped entry-level MacBook Pro, code-named K104."

Read more
Study finds humans will talk to AI ghosts of the dead as reincarnations, and it’s pretty grim
The first AI ghost study is in. The results are about as complicated as you'd expect.
VR Headset, Person, Face

A new study from the University of Colorado Boulder confirms something that sounds both impressive and concerning. People find interacting with AI simulations of their dead loved ones deeply meaningful, and most will come away wanting to do it again.

The researchers call it a "generative ghost," which is a clear reference to generative AI, but I’d still prefer to call it unsettling.

Read more