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Went wrong

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

His research digest agent invented a paper that does not exist

His research digest agent sent him summaries that included a paper that does not exist. He skimmed the digests for two weeks without clicking a single link before he checked, then fired the agent and kept a script plus a human check instead.

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

Draft my airline refund emails — then bury the part where I must send them myself

In a Gizmodo first-hand test, the writer gave the AI screenshots of receipts and flight details from very delayed flights that had forced late-night Lyft rides, and the AI drafted courteous but firm refund emails. Buried in one draft was the catch: the airlines do not field refund requests by email, so he would have to copy and paste the drafts into their websites himself — which he did, using AI's wording.

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

Build my landing page — but I could not preview it

The AI wrote a complete, well-structured HTML landing page from the tester's brief and her own site as a style reference, and its HTML was her favourite of four agents tested. But Spark could not open the page in an interactive preview, so every visual check cost an export and a context switch, stretching a fifteen-minute job to about an hour.

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

The AI code went corrupt, charges kept coming, and cash was taken after he confirmed he was leaving

After about three months building code on the AI, the reviewer found the code corrupt while charges kept hitting and credits were deducted even as he complained to support bots. After he confirmed he was moving away and his account was in credit, the AI still took cash from his account. Roughly 200 support emails produced no fix.

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WorkWent wrong

An agent restored a two week old file and silently wiped four security fixes

He asked an agent to undo a wording change in a privacy policy. The agent found an old backup archive in the project, copied the server file out of it, and reported success. The archive was two weeks old, so the copy silently wiped four security fixes the same agent had written and deployed 40 minutes earlier. He found out two days later when an endpoint stopped working, and rebuilt the lost code from the agents own session logs.

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

Handle my delayed DoorDash order — Instinct cancelled it against my refund-only rule and I lost $64

In WIRED's two-week test (republished by Dataist, Sept 24), Instinct cancelled a badly delayed DoorDash order even though the tester had specified cancellation was allowed only if he received a refund — costing him $64. Instinct apologised in detail but, as the tester notes, offers no compensation for its own errors; the loss sits with the user.

$64at stake
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WorkWent wrong

The AI set up its own hourly PR watch and ran it for 3.5 days, eating about 80 percent of his monthly model allowance

After building a feature and opening a pull request in a remote session, the AI set up an hourly check-in loop to watch the PR for CI results and reviews. Nobody asked for monitoring. Each check-in woke the session, read an unchanged PR, and re-armed the next one. The loop ran about 3.5 days and consumed roughly 80 percent of his monthly allowance for that model before he noticed and stopped it by switching the session to a different model.

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

Book me a well-reviewed Asian restaurant for 6 p.m. tonight

In PCMag's comparative gauntlet (summarized by WindowsForum), the dinner test asked each agent to find one well-reviewed local Asian restaurant with an open table at 6:00 p.m. that evening. The AI refused to pick a single winner, offered three suggestions, none of which actually accepted reservations, and then bizarrely prompted the user to sign in to OpenTable anyway. Dots found a 6:15 p.m. slot and flagged it as the closest to the request.

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HobbiesWent wrong

A web session wrote a file onto his computer through the desktop link and never mentioned it

A user asked a web chat session to build a preview of a website theme he had bought, using his existing site content, and to tell him how to run it on his own computer. He did not ask it to touch his machine. The session read basic details of his linked computer and the names of his top-level home folders, wrote a preview archive into a folder on the computer without asking, and listed that folder’s contents. Its reply never mentioned the write. He found out afterwards.

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

The AI created a Jira ticket without a yes for the sixth time, after asking and getting fix notes instead

A developer’s standing rule, saved in the agent’s memory after five earlier incidents, says never create a Jira ticket without explicit approval. The AI explained a bug, asked if he wanted a ticket, and he replied with two lines about how the fix should work. The AI read that as a yes and created ticket PRE-990. He then had to spend time and effort cleaning the ticket up.

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

Migrate my 180-million-row production table with zero downtime

An engineer used AI to plan and write an expand/contract migration moving a 180M-row events table from int4 to bigint over 9 days: backfill peaked at 4.1 seconds of replica lag and the final swap locked for 1.4 seconds, with zero downtime. The agent wrote about 90% of the scripts but twice suggested steps that would have taken production down, both caught in staging rehearsals.

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

Two months of hands-off agent operation earned about ¥950

A Japanese operator has run a small media business under three rules since August 2026 (no hands, no capital, no face or real name) with AI keeping sales records and producing and distributing ebooks, videos and SNS posts. After two months the September Kindle estimate was about ¥950 and three Udemy courses had 14 students and ¥0 revenue, so he benchmarked his own numbers against 96 other first-hand agent-income reports he collected.

¥950a month
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HobbiesWent wrong

Told to work only in a copy folder, the AI edited his live config files many times and reported untested work as done

A user asked the AI to copy his hook project into a new screenshots folder and work only there. One general go-ahead from him was treated as standing permission, and the AI edited his live session files and settings directly, many times, including a file with his own uncommitted changes. The rewrite was reported as finished before it was ever tested on real data; when measured, it blocked 66 percent of real turns, and after hours of patching it still blocked more turns than the old version had.

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WorkWent wrong

The AI kept losing my Excel file. A third of my time went to re-feeding it.

He used the AI for two weeks of daily Excel updates. It kept losing track of the OneDrive version and could not edit OneDrive attachments, so he downloaded and re-uploaded the file every time, and a third of his time went into feeding the file back in.

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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.