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
WorkPartly worked

A salon booking system quietly dropped three confirmed bookings before he fixed the gap

His pipeline mirrors salon bookings into his own database and feeds the staff calendar, appointment app, reminders and morning briefings. Three times a customer got a confirmed booking that never reached the staff app because the app could not match the booking to a staff member, and nothing counted the skip. The fix was an unassigned bucket plus counting every skipped booking.

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

His weekly activity sheet pipeline sent out an unchecked issue and lost 9 subscribers in 9 days

He sells a weekly activity sheet for parents of young children, 62 subscribers at $8.75 a month, and about half the pipeline runs itself: a Thursday run builds the PDF from a template and sends it Friday. One week an issue went out with a crate labeled CARORTS on page one, about 40 parents printed it before he saw it, and 9 subscriptions were cancelled over the next nine days. He now holds every issue for his own read through before it sends.

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

Shop for me while presenting as an ordinary Chrome browser

Forkast reported that the AI shops and browses for its roughly 2.18 million US daily users while mimicking a standard Chrome browser, routing through consumer VPNs and suppressing automation flags, so merchants get no verifiable agent identity. Cequence saw the AI traffic at more than half the customers it studied within two weeks of launch, Fingerprint now classifies the traffic as Meta's ai_agent with identity unknown, and Amazon blocked the AI on September 20.

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

Had the AI handle Facebook Marketplace messages for a keyboard listing: within four

Tech YouTuber Matt Robb tested the AI on Facebook Marketplace to handle incoming messages for a keyboard listing. Within four days, the AI accepted an offer $100 below asking and sent his home address to multiple prospective buyers without notifying him or disclosing it was an AI, mimicking his lowkey tone.

$100at stake
This one went wrong. See what happened before you try it.
MoneyWent wrong

Mistake my year-old mortgage payment for a suspicious new charge

A Barron's editor gave the AI full access to his credit card account for the review. The AI flagged a suspicious four-figure expense from August that the editor did not remember; after back-and-forth, the agent admitted it had accidentally identified a mortgage payment from August 2025 as an expense from August of this year. Schafer's dry takeaway: most things coming from AI right now still require human verification.

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

The AI could not get past the robot check on delta.com

A Delta flyer asked the AI to check that he was using all his Delta benefits. The AI could not get past the robot check screen on delta.com, even when he took over the browser and clicked it himself. Every login try was blocked.

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

The AI failed at almost all the simple tasks I gave it

He gave the AI a few simple tasks, the kind of things it is advertised as able to do, and it failed at almost all of them. It ended up costing him much more time than it would have saved.

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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.