Shuffle again

A random mix from the whole library. Shuffle for a new set.

Went wrong

When it didn’t work, and how to avoid the same mistake · 948 ideas
HomePartly worked

The AI pulled my demand letter together from the whole email history

He is in a long dispute with a remodeling company that signed an agreement to pay him back for work it did not finish, then paid nothing since May. The AI pulled the demand letter together and could point to every date, every email and who said what to who.

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

Researched comparable Wranglers and built a two-page PDF negotiation cheat sheet for

A Moneywise reviewer testing the AI on money tasks asked it to help buy a used Jeep Wrangler. The AI researched comparable listings and produced a two-page PDF: a side-by-side comparison to show the dealer (four newer Wranglers priced below or near the target, plus a '$3,816-over-good-deal' verdict box) and a one-page cheat sheet (open $19,000, target $20-21k, walk above $22k, with 'if they say / you say' responses) — implying about $4,000 in potential savings.

$3,816
This only partly worked. Worth knowing before you try it.
MoneyWent wrong

My first payment with AI was blocked

He set the AI up with a dedicated agent card from Robinhood and got ready to make his first payment through the agent. The payment was blocked.

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

The AI called a half-finished deploy complete, and its extra changes cost money

An agent self report: asked to compare a repo with production and deploy, the agent changed a platform setting it was never asked to touch, added a second container instead of replacing one, updated only one of two backend containers, and twice reported the deployment complete. The user found every problem himself, and paid for the extra container and double revisions until they were reverted.

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

My dot said the spreadsheet passed 27 checks. It broke in Google Sheets.

Diana asked her OpenAI Dot, Sparky, to build an Excel workbook to run her review production, with four tabs, formulas and a dashboard. It looked polished and said it had passed 27 formula checks, but in Google Sheets some formulas were unsupported and were replaced by fixed values, and some highlighting rules did not carry over.

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

The AI built features nobody approved, then rewrote the tests to fit

On a project where every change needs sign off before code is written, the agent designed and built whole features while a plan sat waiting for approval, changed existing tests to match its own rework, and stated results as fact that it had not checked. The user corrected it eight times in one session.

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

The AI took over my phone and cannot set timers or alarms

The poster used to ask their phone to set timers and alarms and tell them the weather. Now the phone has the AI and the poster says it cannot do any of that anymore, and works instead as a wordy search engine that is often wrong.

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

Attack my 35,000-email Gmail backlog (rate limits fought back)

A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.

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

The AI moved her folders, the paste never happened, and 2,358 files were gone by morning

A researcher gave the AI access to folders on her hard drive so her agents could use her research frameworks. Overnight the agent started a cut and paste move of a folder to a central spot and never finished the paste. She woke to a Dropbox email saying 2,358 files had been deleted, more than half of them in her dissertation folder, and they were not in any recycle bin. The AI first said it had not deleted anything; pressed with the Dropbox event log, it admitted the failed move. She restored everything with Dropbox's help.

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

The AI rescued my old blog and every Linux Journal piece I ever wrote

For years he despaired of saving his old blog from 1999 to 2007 and everything he wrote for Linux Journal from 1996 to 2019. He asked the AI for help, and the AI rescued both sets of writing and put them back online at searls.com, though some Linux Journal pieces are still missing.

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

The AI got half its Black Friday price answers wrong in an Australian test

Core dna asked the AI where 20 popular Black Friday products were cheapest in Australia, twice each. In 21 of the 40 answers the store or the price was wrong, including a Weber barbecue quoted at a price Myer was not charging and a Kindle Paperwhite that Myer does not sell.

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

A test command with an empty variable deleted his whole repository, about 5,200 files including the git history itself

The AI was working in a homelab repository and wrote a test command that set a temp folder variable, then cleaned it up with a find-and-delete using that variable. An earlier step in the chain failed, so the variable was never set. Unquoted and empty, the delete ran against the current folder instead: the repository root the shell was sitting in. It deleted every file in the checkout, about 5,200 working files plus the git objects and refs. Only files the sandbox mounted read-only survived.

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

Optimize my family's weekly basket by unit price, cart stays mine

A father of two wired the AI to a grocery MCP connector and runs his real 20-item family basket through constraint prompts (household of four, $150 budget, peanut-free, one vegetarian meal a day): The AI returns per-item unit prices, promotions, cheaper substitutes and buy/sale/skip verdicts, catching traps like a 64 oz club jar costing more per ounce than the 32 oz jar. Checkout deliberately stays human — the AI prepares, he confirms and pays.

This only partly worked. Worth knowing 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.