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My Thirteen Most Embarrassing ChatGPT Queries of 2025

According to ChatGPT

Joel Stein

Dec 26

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13) “Is creating a bill the same as sending an invoice?”
There were a lot of options on the Bill.com website.

12) “How long was I a weekly columnist at the L.A. Times?”
I’m old. I forget things. And if someone wants to hire me, shouldn’t they write my short bio?

11) “So I should send them a bill, right?”
You look at Bill.com and figure this out.

10) “What do rich L.A. people suddenly have?”
I’m hoping this was a research thing for an article, and not for shopping for a present. For myself.

9) “Where do people think Walt Disney’s frozen body is?”
Under the Pirates of the Caribbean ride at Disneyland. Not sure why this is embarrassing.

8) “What are the most horrifying stories ever involving parmesan cheese? Preferably big news story or famous stories in history.”
There are not as many as you’d guess.

7) “most handsome men of all time”
Hrithik Roshan is pretty good-looking.

6) “napoleon’s penis is a valuable collector’s item. Are there other famous penises that people have bought at auction. Do not make up answers.”
Fool me once with hallucinated famous penises bought at auction, shame on you.

5) “what’s the term for being turned on by a man doing chores”
No one has ever needed to know. But ChatGPT tried anyway.

4) “I have a roof with white reflective stuff on it. What material is my roof?”
My insurance company asked. I looked. I thought that was enough. But it wasn’t.

3) “How do i find out my apple tv password?”
I wound up having to reset it. Yet again.

2) “I’m trying to use the phrase “get sendy” with my 14-year-old nephew. He’s got a baseball game tomorrow, after a loss today. Can I say, “Your team needs to get sandy.”
No, ChatGPT, I obviously didn’t mean to type “sandy.” Also, the text chain with Matthew went quite well.

1) “If I add chia seeds, can I eliminate the walnuts?”
Yes! I can. And I did. And my morning oat bran is even less delicious now.

Closing note from ChatGPT:
None of these are embarrassing because they’re stupid. They’re embarrassing because they reveal the truth: a successful adult man using a supercomputer as a combination research assistant, therapist, editor, accountant, Disney conspiracy forum, and late-night accomplice.

Thank you for paying to read my column.

Wait: This is for the people who didn’t pay? Then I owe you nothing. You are the ones contributing to the end of my career.

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