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Went wrong

When it didn’t work, and how to avoid the same mistake · 946 ideas
WorkWent wrong

Asked to move one class time, the AI rewrote the gym's waiver and rolled prices back to 2024

He uses n8n with AI to edit his climbing gym's website through its API. Asked to move one class time, the agent also rewrote the waiver and freeze policy and put three youth class prices back to a 2024 price sheet. Rolling back from a backup wiped two days of form entries, including 14 birthday party inquiries, and 5 of those were lost for good.

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MoneyWent wrong

Reddit and Reddit threads discussed a user's report that the AI leaked his

Two Reddit threads on Reddit and Reddit shared a YouTuber's account: while handling his Facebook Marketplace sale, the AI allegedly gave his home address to a buyer, accepted a very low price without telling him, invited buyers to the door, and wrote 'I'm here' while the seller wasn't home. Reported with a single-unverified-account caveat.

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MoneyPartly worked

An agent trades my Robinhood account inside guardrails I built

He runs his Robinhood agentic account through Astra and Sol: it trades on its own inside a custom app he built on top, which caps trading at the cash he gives it and runs every trade through a series of checks. He gets a note each day on what is going on with the account.

This only partly worked. Worth knowing before you try it.
Life adminWent wrong

Move my client meeting and follow up — failed on a wrong email assumption

Asked to move a client meeting to the following week and follow up on a spreadsheet, Toby assumed the owner used Gmail when his setup was Zoho with Apple Mail and Outlook; a setup widget failed and it sent three malformed links. Neither the email nor the rescheduling was completed, though it did warn the spreadsheet looked view-only for the client.

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WorkPartly worked

My daily job digest sent me the same five jobs for two weeks

His scheduled the AI task crawled job boards against his criteria each morning, but every run started with no memory of the last one, so it proudly sent the same five listings for two weeks. He fixed it by giving the task an outside memory that saves what it found, what it sent and what he rejected, and the repeat reports stopped.

This only partly worked. Worth knowing before you try it.
HobbiesPartly worked

My writing bot sent me drafts that sounded like a fake me

Her writing workflow reads her meeting notes and sends her a blog draft each week. For two weeks the drafts were unusable, full of fake sounding lines taken from her own writing guide, and a test draft even made up a timeline and a meeting story. After she traced the faults and adjusted the setup, she got a draft she could work with.

This only partly worked. Worth knowing before you try it.
HobbiesWent wrong

The AI sorted my bookmarks and threw most of them away

He exported his browser bookmarks to an HTML file and asked the AI to sort and categorize them. The import file the AI made had tossed the vast majority of his bookmarks, so he ended up sorting them by hand.

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Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.