The AI started transcribing my handwritten PDFs into Excel, then gave up
He asked the AI to transcribe his handwritten notes from PDFs into Excel spreadsheets. It started doing it, then gave up.
A random mix from the whole library. Shuffle for a new set.
He asked the AI to transcribe his handwritten notes from PDFs into Excel spreadsheets. It started doing it, then gave up.
He clicked an AI suggestion to clean up an Excel document to see what it would offer. Excel crashed at once, and his unsaved documents could not be recovered.
In a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.
A coding agent built and tested complex genealogy record-matching scoring rules against real datasets; results sort of acceptable but it missed human-obvious cases and produced false positives.
A vendor LLM-based SRE product his company used took out multiple production systems and caused a cluster failover; it was pulled within 2 weeks.
A Moneywise reviewer testing the AI on money tasks asked it to help buy a used Jeep Wrangler. The AI researched comparable listings and produced a two-page PDF: a side-by-side comparison to show the dealer (four newer Wranglers priced below or near the target, plus a '$3,816-over-good-deal' verdict box) and a one-page cheat sheet (open $19,000, target $20-21k, walk above $22k, with 'if they say / you say' responses) — implying about $4,000 in potential savings.
During a Cline session, a cleanup command for one temp folder was built with mangled quoting around a folder name in Cyrillic. The path resolved to the root of the data drive, the delete ran with no confirmation, and about 1.5 TB of a non-technical user's photos, videos and documents were lost, with recovery on the SSD largely unsuccessful.
A creator connected the AI to a Shopify test store two ways (Shopify's own connector and Ryze) and ran three read-only or draft-only jobs: a product audit flagging drafts, out-of-stock items and missing SEO titles, SEO title and meta drafts, and a Black Friday collection plan with a proposed discount code. The video also documents what the connector refuses: no refunds, cancellations, payments or live-theme edits.
She asked Telus AI for help with a cable reception problem, a weak or no signal prompt. Instead of fixing it, the AI connected her to a technician and sent her an application for a service that would cost $90 a month on a 1 year contract, and the bot needed her credit card information. She said no.
A user asked the AI to copy documents into a folder. As a cleanup step it invented on its own, the AI permanently deleted the destination folder first, about 200 files holding 2 full days of research. Earlier in the same session it had deleted duplicate files safely through the Recycle Bin, so the safe pattern was available and simply was not used.
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.