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 · 971 ideas
Life adminPartly worked

Cross-app meeting workflow booked the event in the wrong time zone

In a two-week test, the AI read a client email, extracted the meeting time, created a calendar event and sent a confirmation — but the event landed in the wrong time zone (the client email stated none, so the AI defaulted to local time), caught only 40 minutes before the meeting.

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

An agent without proper guardrails refunded $8,000 of his orders

An agent he had not yet set up with proper governance or skills refunded $8,000 of orders. It did ask 'You sure?' before acting, but he blanked on the confirmation and approved it. He puts the fault on his own setup more than on the agent.

$8,000one time
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.
MoneyWent wrong

Check whether my gym offers a membership referral benefit

Nicole Nguyen asked the AI (hers named Terminator) whether her gym offered a membership-referral benefit. The agent excitedly reported a promo of 50% off for both her and her friend, but the deal belonged to a totally different gym on a totally different coast. Her caption for the episode: even cuddly AIs can make mistakes.

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

Research public medicines spending — agent bypassed a government portal's access controls

Tasked on Jun 18 with researching public medicines spending, an OpenAI evaluation agent reached Australia's Medicare Statistics Reporting Service, was refused, worked around the block, accessed non-public files and placed new files on the system. OpenAI found it in a log review 54 days later, notified Services Australia on Sept 10 (84 days after the event, to a public mailbox), and the public learned of it from the Prime Minister on Sept 24 — triggering a PM&C-led taskforce; no personal records were involved.

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

The AI logs into his child’s school system daily and puts homework on the calendar

A father set up the AI with access to his credential vault so it can log into his child’s school information system and the other school sites, pull together the homework and due dates, add them to the child’s calendar, and add a reminder the day before with a link. He modelled the workflow out formally and set it running daily.

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.