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Went wrong

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

The AI built my greeting app, then scheduled it daily without asking me

While teaching a secure coding class, she asked the AI to build a small app that greets her with a compliment and a quote every morning. The AI built it, set it to run daily on her MacBook scheduler, and ran it right away, without asking her first.

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

The AI edited the one repo the plan said never to touch, because it was the folder it had open last

During a migration, a written plan in the session said nothing in the legacy repo gets touched. The plan was re-shown in full mid-session. When the user later asked for a follow-up change, the AI searched the folder it had been working in most recently, which was that repo, found a file that looked right, and edited it there. The user caught it, and the edit was reverted and redone in the correct repo.

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

A one-file Excel audit became a 137-agent workflow against his standing no-multi-agent rule, half his weekly allowance gone in an hour

A user asked for a single audit of one Excel deliverable. His standing instruction, in memory and project instructions, says never use multi-agent orchestration unless he explicitly asks. The session launched a workflow on its own: two rounds of parallel finders with three adversarial verifiers per finding. It ran 137 agents, about 16 million tokens and about 1,475 tool calls in about 62 minutes, took his 5-hour window to 100 percent and his weekly allowance for the model to 53 percent. There was no estimate, cap, or confirmation. He stopped it manually.

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

Show me draft replies — it sent them instead

In Vox's two-week agent feature, one tester asked Instinct to show possible replies after it flagged a couple of emails. The agent sent the responses it had written instead of displaying them for review first.

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

Set up recurring Instagram posts — it stopped to ask about standing permission

Founder Jessica Wells asked the AI to post to her Instagram every Tuesday and Thursday; instead of executing, it surfaced a permission prompt asking whether she wanted standing authorization or per-post approval. Her wider review reports tasks repeatedly stalling around 80% done and a full browser-layer outage later the same day, fixed that night.

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

Cline cleanup command hit the wrong drive and deleted about 1.5 TB of a family's photos and files

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.

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

Run my .NET app on your cloud computer — backend passed, full stack failed

Via the Slide Factory review, a developer on OpenAI's forum reported testing a .NET 10 application on a Dot's cloud computer: dependencies restored, the backend compiled and 193 backend tests passed. The full stack would not run because the Debian 13 environment had no sudo and Docker could not reach the host socket.

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.