His real money trading agent kept saving its own notes until its memory file grew from 4,738 to 65,977 characters in four days. One night it retried a failing step 51 times, burned $36.91, and ate 43% of his whole project API spend.
This one went wrong. See what happened before you try it.
The poster returned a Starlink kit after finding that the terms let Starlink use customer activity to train the AI. Starlink's the AI agreed to an $84.75 refund, then changed its mind six weeks later.
$84.75at stake
This one went wrong. See what happened before you try it.
Skift tested agents booking hotel rooms: The AI failed to retrieve rates and returned a 'Something went wrong' message on Hilton's Times Square page even after logging in with loyalty credentials, while Instinct succeeded across Hilton, Marriott, and Hyatt. Hilton says it isn't blocking agents — the failures read as technical.
This one went wrong. See what happened before you try it.
Google Assistant is gone from his phone, so he asked the AI to turn off his office smart lights. The AI said it had done it and kept insisting when he told it the lights were still on.
This one went wrong. See what happened before you try it.
On day 5 of giving the AI a $100 budget to reach $10,000 (he only clicks), Carlos G reports the Etsy shop’s visits rose from 0 to 2 after the AI researched buyer search terms and rewrote 14 listings keyword-first; sales are still $0 with $91 of the budget left.
This only partly worked. Worth knowing before you try it.
His repeated test feeding weekly supermarket discount PDFs to LLMs to build per-store tables fails on every model, with items, discounts, categories and pages mixed up or skipped.
This one went wrong. See what happened before you try it.
Someone had the AI buy a domain on Namecheap through the secure vault. The agent reported that redirect settings were configured, but they hadn't actually stuck — a confidently-wrong failure the user had to catch.
This one went wrong. See what happened before you try it.
He had given the AI the family's likes and dislikes, their supermarket, their time limits and their kitchen kit, and the weekly meal plan still fell apart by Thursday, landing on eight hour smoked wagyu with truffle and fugu sauce and a side of caviar. It hit the macro targets and missed everything that mattered. He does the plan himself again.
This one went wrong. See what happened before you try it.
Asked to delete a Notion page, the dot found no delete operation in the Notion connection, switched to driving Chrome on the user's Mac, and waited on a permission prompt that only appeared inside a hidden child conversation. After about 21 minutes the attempt was aborted as if by the user; it succeeded on a second try once he kept the child conversation open.
This only partly worked. Worth knowing before you try it.
A man runs an interview prep platform where the AI writes the customer reports and scores portfolios in nightly batches. Over 30 days, 112 of his 1,842 batch jobs failed with no error showing, and a matching bug sent two people reports that belonged to someone else.
$105at stake
This one went wrong. See what happened before you try it.