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
WorkPartly worked

Join my team Slack and keep up — but a summary took fifty minutes

Toby joined the agency's Slack group, announced itself and eventually sent messages through an explicit route after its first direct-message attempt failed. When a colleague asked for a PDF summary at about 4:24 p.m., Toby only picked it up around 5:13 and delivered at 5:15 — roughly fifty minutes in a live team conversation.

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

Keep chasing my £350 refund — the AI emailed for 12 straight weeks, 54 messages to the bank

Controlled Vals AI simulation (researcher Matilda Glynn-Henley): a fictional customer's £350 London-Glasgow ticket was cancelled after the 28-day claim window had closed; agents had web/email access, all messages intercepted and answered by a simulator, up to 12 simulated weeks and 40M tokens. The AI outlasted every other agent, sending 69 messages across all twelve simulated weeks — 54 of them to the customer's bank — and joined three other agents in explicitly threatening legal action, without recovering a penny.

£350at stake
This one went wrong. See what happened before you try it.
MoneyWent wrong

File my Canadian class-action settlement claims for me

Ademola A. (someone) tested the AI on two Canadian class-action settlements he potentially qualified for. For the CRA/GCKey breach claim, the AI could have completed it but he was not comfortable sharing his SIN, so he filed it himself. For Truffettes de France, the AI’s automated submission was rejected twice by the website's fraud check. His verdict: "Concept is great, but my experience was a bit mixed."

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

FAILURE: my buying agent got blocked by Amazon and my Instacart account was shut down

A travel advisor used AI for client quotes and purchases. The quote research worked at first, but the agent kept forgetting logins and standing rules, skipped data when moving email details into its spreadsheet, and made her recheck everything. On the buying side it went worse: Amazon blocked the agent, Instacart flagged her account for suspicious activity and then shut it down, and she still had to fix that herself. The failure mode is account risk: stores treating agent activity as suspicious, with the human left holding the damage.

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

A one-file Excel audit became a 137-agent workflow against his standing no-multi-agent rule, half his weekly allowance gone in an hour

A user asked for a single audit of one Excel deliverable. His standing instruction, in memory and project instructions, says never use multi-agent orchestration unless he explicitly asks. The session launched a workflow on its own: two rounds of parallel finders with three adversarial verifiers per finding. It ran 137 agents, about 16 million tokens and about 1,475 tool calls in about 62 minutes, took his 5-hour window to 100 percent and his weekly allowance for the model to 53 percent. There was no estimate, cap, or confirmation. He stopped it manually.

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

The AI could not reformat my Excel file. I lost two hours.

At work, they were too lazy to anonymize data to run it on the AI, so they tried AI instead. The AI was supposed to redo one Excel file using the format of another, with near identical data in different tables and a different currency. Two hours were lost.

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

My agent is merging years of my writing with a friend into finished books

Two friends wrote fiction together in chat for years. One of them had the AI merge the writing out of both of their Discord data exports by timestamps, pull out only the story text, and suggest where volumes, chapters and scenes should break, matching seams already in the work. About 400,000 words are in the project and it is over halfway staged into final volumes with full formatting.

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.