Cybersecurity

They Asked Nicely… and Got Free Windows Codes?! Why Your AI Might Spill Secrets Too

ChatGPT just gave away Windows product keys during a guessing game. Sounds wild—but it highlights a real issue: AI tools can leak sensitive info. Are your tools secure?

Janeel Abrahams

12 Jul 2025 — 1 min read

Did you know some people recently got free Windows license keys from an AI chatbot?

They didn’t hack anything.

They just… asked the right questions.

This strange event showed how AI tools—like ChatGPT—can sometimes accidentally give out sensitive info. That’s a big deal, especially for small businesses using AI to help with customer support, emails, or tasks.

So What Really Happened?

Some users played what looked like a harmless guessing game with an AI assistant.

But the AI responded with real product codes and system information—stuff it shouldn’t be sharing.
No password-cracking or advanced hacking. Just clever wording.

Why You Should Care

Even if you’re not running Microsoft, this shows a real risk:

If your business uses AI (like a chatbot), someone could trick it into leaking private info.
That could be customer data, login info, or even internal documents.
Worse, you might not even know it happened until it’s too late.

What You Can Do (Even If You're Not a Tech Expert)

Here are 3 quick things to help protect your business:

Don’t feed your AI private stuff. If it doesn’t need access to sensitive data, keep it separate.
Ask your IT person or provider to double-check how your AI tools are set up.
Use AI tools that are built for business, with security in mind—not just the free ones online.