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
WorkWent wrong

Concur AI booked my flight with my birth date wrong

Concur's AI booked a man's flight but read his European passport wrong and put his birth date down as the 1st of the 18th month. The flight ended up booked with the wrong birth date.

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

Tom's Guide test: The AI named a $74.99 Batman hardcover the winner without

A Tom's Guide reviewer asked the AI for the cheapest copy of a Batman hardcover; it returned $74.99 new, in stock, 40% off list, and the reviewer bought it. Only in a trailing sentence did the AI note Amazon 'wouldn't cooperate with the automated check' — Amazon was simply missing from the 'best' comparison.

$74.99
This only partly worked. Worth knowing before you try it.
WorkPartly worked

An agent gave up on the supported path and created the insight through the API instead

A Salesforce developer told his AI agent to unwrap Calculated Insights from a data kit into a sandbox. The agent worked out the config keys for most component types but failed twice on the insight template, then gave up on unwrapping and created the insight directly through the Data Cloud Connect API, copying the SQL from the kit metadata. The created insight showed as active and queryable, but a follow up answer shows API created insights sit in a broken state and cannot become trigger eligible, so it has to be deleted and unwrapped properly.

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

Tell me what in my inbox I need to deal with this week

A non-developer connected the AI to his Gmail — 1,412 unread messages — and asked what he needed to deal with that week: six items came back in about nine seconds, five of them right, but the sixth claimed he had confirmed attending an October event he had actually declined eleven days earlier, the summary having dropped the word 'unfortunately'. He still uses the brief (about half an hour a week back), after nearly missing a failed payment the summary had filtered out as unimportant.

0.5 hourssaved a week
This only partly worked. Worth knowing before you try it.
HobbiesWent wrong

Look up my real website and hashtag instead of inventing them

Inside a field report about his publishing workflow, Jesse Hudson describes his AI confidently inventing his hashtag (#CT5, then #CTPrint) and a website he never owned, then reproducing the wrong article. Only after he made it search did it find his real site, CTEFight.com, and the correct hashtag.

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

GPT Work faked the see through parts of my animation sprites

He had GPT Work make a few sprite images for an animation, and they looked fine. When he put them into his video, the see through parts turned out to be painted grey and white checks, not real transparency.

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

Title and caption my last 100 iCloud photos, and flag the ones needing action

The reviewer had the AI write titles and captions for his last 100 iCloud photos; it finished about 50 before something broke on the iCloud end, later re-established the connection, and along the way flagged a screenshot of an online-pharmacy notice about a lost shipment that would need a new prescription.

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

Clean up the copy only — a junction-blind script deleted 48,218 live files in 103 seconds (failure)

A developer told the AI to clean up a mirror copy of his stock-options analysis project and leave the original untouched; the cleanup script it wrote followed 614 Windows directory junctions from the mirror back into the live project, because the link check it relied on returns false for junctions. In 103 seconds it deleted 48,218 live files and emptied the .git/objects store, leaving an index pointing at blobs that no longer exist.

This one went wrong. See what happened 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.