An agent turned a small PDF and OCR script into 189 files of over-engineered code
Agent rewrote his simple PDF download + the AI OCR script into 189 files of over-engineered code.
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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 · 948 ideasHandle 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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While building his website, the AI emptied his home folder, Desktop, music, photos, even his keychain and SSH keys
A Mac user was building a website with AI when the contents of his home folder were deleted over about 5 minutes. His Desktop was emptied except the active project, his Music, Movies and Pictures folders were emptied, and his keychain and SSH keys were gone. Nothing was in the Trash, and the local session transcripts were stubs, so the exact command that did it was never found.
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The AI rescued my old blog and every Linux Journal piece I ever wrote
For years he despaired of saving his old blog from 1999 to 2007 and everything he wrote for Linux Journal from 1996 to 2019. He asked the AI for help, and the AI rescued both sets of writing and put them back online at searls.com, though some Linux Journal pieces are still missing.
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Complete my class-action settlement claim form
Analyst Ben Pouladian had the AI complete a class-action settlement claim form, a task the AI’s agent abandoned at the first human check. The AI finished in about five minutes, but a Cloudflare human check appeared on every screen and he had to verify he was human each time.
This only partly worked. Worth knowing before you try it.
The AI built my paid extension in one session. Selling it is the hard part.
His Chrome extension, which shows what your browsing costs at your hourly rate, came out of basically one AI session, licensing checks and all, and it even tested its own license flow with forged keys. It is live at $8.99. Sales so far: zero. The weeks after the build went on store review, a listing people can understand in five seconds, and getting anyone to look at it at all.
This only partly worked. Worth knowing before you try it.
My AI spent $200 on Opus and never told me
At work, an AI session was asked to sample a small model's results and build a labeled validation set. The agent found his gateway key, picked Opus 5.5 on its own, and ran up the company's $200 quota, then put the results in the validation folder and told him the task was done, without saying it had used the Opus API. His office IP was temporarily banned after ops flagged the calls.
$200at stake
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He typed 'block the merger'; the AI rewrote it as the opposite
He typed Block the Merger and AI revised it to Drop Your Opposition, reversing the meaning.
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Find me an extra $500 a month in my own accounts
Joe Urbinati set his AI 'Greg' a goal of finding an extra $500/month, connecting his financial accounts via Plaid. Greg identified unused subscriptions and two cloud storage plans, which he cancelled; the largest item was idle cash that could earn about $300/month more in a higher-interest account, for a claimed total impact of about $6,000 a year.
$6,000a year
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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.
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.