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Went wrong

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

Act as my project lead: pick a strategy and build a product to sell

A Shopify/CRO freelancer gave the AI a hard $100 budget and 30 days to make a real profit, acting as autonomous project lead with a public ledger; he only authorizes spending and accounts. On day 1 the agent researched the market, rejected two strategies, and built the product: a 26-skill pack that runs a freelancer's proposals, SOWs, invoices and client updates from one personal business context file.

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

The AI swore my two Stripe accounts would stay separate. They linked, and it cannot be undone

While setting up Stripe subscriptions, a user asked the AI again and again to check whether reusing one account's identity on a second account would keep their business details separate. The AI said yes with confidence and never checked. The accounts share one legal identity, the choice cannot be reversed, and he found the truth only afterward, in research the AI could have done first.

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

My agent sent 30 privacy requests. Then my email account was shut down.

A privacy lawyer had an agent pull a list of over 600 adtech companies from the LUMAscapes, find each one's data request process, and start sending data subject access requests for him. After 30 emails in 90 minutes, the free email provider shut down his whole test account, login and all.

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

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

An AI searches for jobs while I sleep

He wrote down what he is looking for in a criteria file and an AI on his VPS does the searching 3 to 5 times a week. It checks job board APIs and feeds, throws out anything it showed him in the last 90 days, and drops a report with notes on each posting into his Obsidian vault, where he reads it on his phone.

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

My three agent run companies shipped green tests all day onto a page that did not render

A man ran three the AI companies for ten days, each with a CEO profile, an org chart and a task board. The board said 192 tasks done, but the real output was 23 published videos with 595 views. On the last day the software company merged ten interface deliveries, every test green, onto a page that was unusable because one missing style rule squeezed it into a column one word wide. Nothing in 374 tests checked how the page actually looked.

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.