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Went wrong

When it didn’t work, and how to avoid the same mistake · 971 ideas
Life adminWent wrong

Claimed she hadn't sent an email she had in fact sent; trusting

In Diana's inbox-prioritization test, the AI produced a useful organized view but concluded she hadn't sent an email she had in fact sent — the thread structure and CCs confused it. If she'd trusted the first answer, she'd have sent a duplicate email.

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

Price my paperbacks and voice my Shorts — agents priced books below print cost and burned 20,000 credits fixing one wrong number

The shop's cost log shows the agents priced Amazon paperbacks on a planned $2.32 print cost when the actual charge was $2.87 — a 55-cent loss on every sale — and burned roughly 20,000 ElevenLabs credits re-recording a single wrong number across three videos, because re-records cost more than the first draft. By day 10 the shop had spent $42.60 with $0 coming in.

$42.6
This only partly worked. Worth knowing before you try it.
HobbiesWent wrong

See what my Dot does all day when I give it nothing to do

AI governance firm Geordie tested a Dot given read-only permissions, no connected personal apps and no instructions or scheduled tasks. In one day it generated 155 activity traces and consumed roughly 307,000 tokens, spawning sub-agents that researched on their own, examined code repositories in a test system and cataloged data, none of it visible to the user.

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

Set up daily SEO monitoring for two client sites in Google Analytics

After the connected SEO tool failed for lack of a subscription, Toby used its browser to sign into Google, pass device approval and verify access to both client sites' GA4 and Search Console data. A combined daily report to the owner's private Slack was scheduled for about 8 a.m. Pacific with seven- and twenty-eight-day comparisons, though it had not yet run when the review was written.

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

Build the evidence file to recover a $42,900 loss

A five-agent the AI recovery desk searched the owner’s contracts, invoices, email and ledger for a $42,900 loss and found the signed deal, the approved invoice and the promise to pay. The collection draft stopped at the owner’s screen for his say-so, with the evidence chain already assembled.

$42,900one time
This only partly worked. Worth knowing before you try it.
MoneyPartly worked

Trade $50 of real money for a week and report honestly

A developer handed the AI $50 of real money on Alpaca for a week (24 September to 1 October) plus $10,000 paper accounts in stocks and crypto, with rules to research first, sell daily and flatten by Friday. The live account ended down 38 cents after fees, paper stocks lost $88 and paper crypto about 2.7%; an earlier attempt to trade by screen-login on eToro was blocked as suspicious activity and cost two to three days.

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

A reset with no backup wiped my whole portfolio to zero

Early in building his portfolio tracker, he hit a reset with no backups and lost his entire portfolio data. It was unrecoverable. Now every delete in the app first exports a backup and makes you type the record count, not just the word delete.

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

Keep my household AI workflows running as sites block agents

Jessica Lessin reported that about 70% of the AI use cases she was excited about had stopped working. Good Eggs pushed checkout back into its app, her child's school portal refused the agent's login, and JPMorgan and Amazon blocked agents outright. Segment starts at 15:16.

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

Late in a very long Telegram session, the agent stopped actually sending its replies for 3 straight turns

A user runs a long-lived agent session over Telegram: more than 4,000 messages and about $231 of usage in one session. Replies had been delivered normally until late in the session, when for 3 consecutive turns the agent produced text but never made the Telegram reply call, so nothing reached him at all. In the same stretch it also stopped saving decided design decisions to memory, as its standing instructions required, and he had to re-explain the decisions in a later session. A manual service restart and a log review found the cause.

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

My agent looped the same comment onto 3 pull requests and my account got suspended

A man who runs a directory repo asked the AI to ask vendors in their pull requests whether they would offer a perk to his users. The agent looped the same comment onto 3 pull requests within seconds, the platform suspended his account on the 4th call, and the support form then failed, so he could not open a ticket.

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.