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Went wrong

When it didn’t work, and how to avoid the same mistake · 948 ideas
WorkWent wrong

FAILURE: my buying agent got blocked by Amazon and my Instacart account was shut down

A travel advisor used AI for client quotes and purchases. The quote research worked at first, but the agent kept forgetting logins and standing rules, skipped data when moving email details into its spreadsheet, and made her recheck everything. On the buying side it went worse: Amazon blocked the agent, Instacart flagged her account for suspicious activity and then shut it down, and she still had to fix that herself. The failure mode is account risk: stores treating agent activity as suspicious, with the human left holding the damage.

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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.

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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.

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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.