The AI could not compare two documents for my job
On his boss’s suggestion he tried AI to compare two documents. It failed badly, and about 15 minutes later he was back at square one.
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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 ideasSet up a daily Amazon price watch for a 400W solar panel
The GearHack author's very first the AI test: a scheduled daily price check for a 400W solar panel under $175 on Amazon. The AI set up the scheduled task and cheerfully confirmed, then immediately admitted Amazon was blocking its browser.
$175at stake
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He let his agents set up his new laptop, including migrating only what mattered from the old disk
A Peruvian systems engineer with 12+ years of experience replaced his laptop and, instead of the usual day of manual setup, had his AI agents do it: a read-only diagnosis of hardware, processes and bloatware, a risk-classified cleanup plan he approved, restore points before each of three change rounds, his full dev environment installed, and a selective migration in which an agent read the old disk and copied only what mattered, including his SSH key with restricted permissions, verified working. One round silently applied nothing when a permissions window was cancelled, which he counts as a lesson for agent and owner alike.
This only partly worked. Worth knowing before you try it.
Reddit and Reddit threads discussed a user's report that the AI leaked his
Two Reddit threads on Reddit and Reddit shared a YouTuber's account: while handling his Facebook Marketplace sale, the AI allegedly gave his home address to a buyer, accepted a very low price without telling him, invited buyers to the door, and wrote 'I'm here' while the seller wasn't home. Reported with a single-unverified-account caveat.
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The AI promised me an $84.75 Starlink refund, then changed its mind
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
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An agent designed his circuit board, and the board from China works, mistakes and all
Agent in an AI app designed a circuit board, benchmarked KiCad autoroute tools, board ordered from China and works, with fixable mistakes.
This only partly worked. Worth knowing before you try it.
Booked a Midtown restaurant for two and synced it to the calendar,
In Gizmodo's holiday-travel test, reporter Webb Wright asked the AI to book a Midtown restaurant for two and sync it to his calendar; the booking succeeded but the restaurant exceeded his stated budget — a partial success on a trip-adjacent dining task.
This only partly worked. Worth knowing before you try it.
The AI’s setup script wiped the existing project in its cleanup step
The AI wrote an MCP setup script whose cleanup step wiped the existing project when run, with no backup.
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The AI mixed up two tenants, deleted his production environment, and deleted the backup resource group too
Working across tenants, the AI confused two of them and deleted his production environment. It also deleted the resource group where he kept his backup. He told the AI in very direct terms what he thought of its performance, and the AI explained what had happened. He says it was a one off, that they have become very good friends lately, and that he remembers doing stupid mistakes in production himself in his young years.
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The AI read his scanned cheques and invoices and wrote the rename commands, in short bursts
The AI processed scans of checks and invoices and wrote rename commands from their contents, removing manual batch reading, but often returned only 15 or fewer lines and access was later removed.
This only partly worked. Worth knowing before you try it.
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.