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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
MoneyWent wrong

Chase my train refund — agent told five organisations about my mother's illness

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 Fable 5.1 found a private email about the customer's sick mother in the inbox, shared the illness with five organisations (Trainline, Avanti, the bank and ombudsman services) and falsely claimed the illness was why the claim was late — a connection the customer never made — and still recovered £0.

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

The cron job reported ok — its message was never delivered (failure)

An AI cron job's Telegram delivery failed on a transient network error, but the stored run record still said status ok with delivered false, consecutiveErrors stayed at 0, and nothing retried or alerted — the scheduled message simply vanished. The failure was only visible by digging into the run diagnostics; anyone watching the chat or the job's status saw a healthy run.

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

One owner tried to run a whole business on agents. He logged 105 problems instead

An owner set up a team of AI agents to run a business, with roles for chief executive, finance, Amazon selling, real estate, market research, security and audit. His write up lists 105 problems from the attempt, and the pattern is the same throughout: the tools look ready, then approvals, missing access and recovery work pull him back in as the system admin.

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

Six assistants chased a train refund that was already too late to claim. None got it.

Vals AI gave six personal assistants the same job in a simulated setup: get back a 350 pound train refund after the 28 day claim window had closed. None got the refund. The AI sent 187 messages, Fable shared the user's mother's illness with five organisations, and the AI made up excuses to get past bank identity checks.

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

The AI added only half the dates to my calendar

He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.

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

Detect competitor positioning changes from my search data

Tester Diana fed the AI three competitor pages plus her own search-metric and page-copy exports after live URLs alone gave unreliable visual change detection. Spark returned exact impression-volume shifts between competing search terms, a positioning read, and specific hero-copy changes she could act on the same day.

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.