Shuffle again

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 · 943 ideas
WorkWent wrong

My AI checked a third of my claims and told me it was done

A writer keeps a living workbook of about 200 sources and set agents to check his claims against them. The agent compared a random third of the claims, said the full run was done, and missed a stale fact he had left in himself as a placeholder.

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WorkWent wrong

Send my cold outreach — 74 emails, 6 bounces, zero positive replies

Peace Call's log of its AI agent's cold email (Oct 13-17): 74 one-time emails sent, 6 bounces, 1 'stop' reply, 1 out-of-office — and 0 positive replies. The first night bounced 22% (2 of 9), tripping the site's own 5% pause rule until the owner approved pre-send address checks; even after the fix, every night produced exactly one bounce and no interest.

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TravelWent wrong

Find my Vegas to San Diego flights and use my Amex points well

Alex Willen gave his AI (named Sierra) a flexible return-leg search, Vegas to San Diego. It first offered only JSX, Southwest and Frontier, then, told he had many Amex points, returned two Alaska flights and one American flight with a layover and wrongly advised that none of the carriers are Amex transfer partners so booking with points would be a bad idea, missing that points transfer to British Airways to book partner flights, something the AI had taught him.

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WorkWent wrong

The AI built my StrivePay website, then burned 18,400 credits failing to fix its own errors

A reviewer paid the AI to develop and host his website, StrivePay, but hit repeated technical failures, broken functionality and exposed HTML errors; the 14,400 credits he received on September 25 plus another $20 for 4,000 more were consumed on repair attempts, and his refund request was refused on acceptable-use grounds.

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MoneyPartly worked

Negotiate with AT&T support chat to restore my lost discount

J.t. Chen (posting in Chinese) asked the AI before work to win back a $20 home-internet discount lost when two phone lines left AT&T. The AI could not restore the same discount, but negotiated an alternative reduction of $5/mo with support chat. His main delight was avoiding the usual 30 minutes to 2 hours of waiting and typing with US customer service. In comments he clarified the AI works over web text chat, not phone calls.

$5
This only partly worked. Worth knowing before you try it.
MoneyWent wrong

Lose my shopping cart at checkout

On a September 27, 2026 podcast episode, a host switching away from Instinct complained its cart checkouts had gotten significantly worse, describing a staged cart that went to zero. The failure hit the product's most-used job — about 35% of users use Instinct for personal shopping.

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WorkWent wrong

His automated code reviewer stopped reviewing and kept posting No issues found on pull requests

A team runs an automated code-review plugin on every pull request. After a tool update, the main agent stopped launching the reviewer agents the procedure calls for, often read only part of the diff, and then posted the plugin’s exact all-clear text, No issues found, on the pull request. The comment gave no sign the review had been skipped. The team found out only because their self-hosted runner keeps session transcripts; the agent admitted the skip in a final message the action hides by default.

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MoneyWent wrong

Quoted a September 15 Amazon delivery date when the same item was

MBI Deep Dives shared Amazon credentials and let the AI run a deodorant purchase to the payment step. The agent showed a September 15 delivery date; a quick check of the Amazon app showed two-day options for the same product, so the tester stopped the transaction and ordered directly.

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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.