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THIS CROSSWORD MADE CHATGPT ADMIT CURRENT AI IS DANGEROUS

Was I The First Person to Ever Ask It To Make A Crossword Puzzle?

Greg Young's avatar
Greg Young
Feb 08, 2026
∙ Paid

I have an unusually exciting crossword puzzle for you. It has 18 Clues for 18 words, all on the theme of AI in the News.

What makes this puzzle so exciting? Because:

  1. I asked ChatGPT, Gemini, and Claude to design the crossword puzzle grid for the 18 words.

  2. After each confidently said they could do it, they all admitted defeat and just gave up trying.

  3. The fiasco of trying to design the crossword puzzle caused ChatGPT to admit that AI as currently designed is dangerous.

Boy, was I shocked when, after lots of time and tokens, ChatGPT, Gemini, and Claude gave up trying to design the puzzle grid for the 18 words. So, I did a search for a free online puzzle maker and created the crossword easily, correctly, and quickly at puzzle.org .

You can try the puzzle for free here, and get the clues here.

Paid subscribers get:
  • The puzzle answers on February 14.

  • The full story of the AI crossword puzzle design fiasco.

  • ChatGPT’s explanation of why it was so overconfident about its ability to design a crossword puzzle, was I really the first person to ever ask it to do this task, and why it didn’t tell me about puzzle.org

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