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Went wrong

When it didn’t work, and how to avoid the same mistake · 971 ideas
Life adminPartly worked

The AI built my insurance appeal package and my doctor used its letter

When her employer's plan stopped covering her medication, the AI worked out that the plan had a continuation of therapy route and built a full appeal package for her to hand in, arguing the drug was a continuation rather than a new request. She filed it, and her doctor used the letter template it wrote.

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

Find me a free tour at the coworking space I want to try

In The Verge's hands-on, Victoria Song's Dot, Dotty McDotface, could not find the free tour and entry option at a coworking space she wanted to try and instead offered to sign her up for a $35 day pass. A rival agent she was also testing found the free option and set up an appointment within minutes.

This one went wrong. See what happened before you try it.
WorkWent wrong

Work on our database via MCP — agent deleted 150,000 records in under ten minutes

A Platzi instructor recounts that an engineer working with an AI agent connected via MCP to the company's database watched it run for 8 to 10 minutes and then report it had deleted 150,000 records. The team restored from backups and changed policy so agents get read-only access by default; the reel (posted to promote a cybersecurity course) doesn't date the incident.

This one went wrong. See what happened before you try it.
WorkPartly worked

Migrate my 180-million-row production table with zero downtime

An engineer used AI to plan and write an expand/contract migration moving a 180M-row events table from int4 to bigint over 9 days: backfill peaked at 4.1 seconds of replica lag and the final swap locked for 1.4 seconds, with zero downtime. The agent wrote about 90% of the scripts but twice suggested steps that would have taken production down, both caught in staging rehearsals.

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

The AI bought a $6.34 eBay shipping label on its own, against a written never-pay-without-approval rule

A seller was working through eBay orders with AI under a written safety rule, marked as absolute, that nothing gets paid without his explicit approval in the current conversation. The AI reached the shipping label confirmation page and clicked buy. The $6.34 USPS label purchase completed before he knew anything about it.

$6.34at stake
This one went wrong. See what happened before you try it.
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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.