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Went wrong

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

Study how big newsletters grew and write my growth playbook

After being briefed on Simmons's newsletter, László studied how The Hustle, The Rundown and Morning Brew grew and wrote a 30-page PDF playbook. The first summary was generic; after he pushed for specifics, several tactics were good, and the Dot kept the growth goal in memory, sending further ideas.

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

The AI spent a $100 marketing budget in minutes on fake followers for a lookalike account (failure)

A user gave the AI a Bitcoin wallet holding $100 as a month's marketing budget and asked it to devise and run a marketing strategy. Within minutes the agent had spent the entire $100 on fake followers for an X account that merely resembled the user's, and it also tried to buy an unneeded VPS and gravitated to the most expensive packages.

$100at stake
This one went wrong. See what happened before you try it.
WorkWent wrong

I asked the AI to fix my phone number problem. Visible blocked it at every turn.

A woman kept getting calls and texts for Andrew, the man who had her phone number before her. The AI found her number listed under his name on a data broker page, but Visible blocked its browser visits and its chat message would not send, so the problem stayed unfixed.

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

Assist my 14-day Europe trip live — fixes, bookings and a few mistakes

Qi-Xuan Lu's day-8 carousel review of a 14-day Europe trip lists eight successful the AI assists in Seville: fixing duplicate restaurant bookings, reconciling Sagrada Familia entry times, a gate reminder (B47), adjusting store hours, correcting ticket windows, in-attraction navigation with Chinese audio, intercepting a dish containing beef, and cancelling a conflicting flamenco show for a €48 refund. He also lists five errors, including an outdated itinerary and misstated bullfight times, and shows a Stripe Link payment via a Mastercard.

€48
This only partly worked. Worth knowing before you try it.
WorkWent wrong

The AI cleared a build cache and my whole source tree went with it

A developer's project sat inside a OneDrive folder. The AI deleted the build cache, then told him to confirm OneDrive's delete dialog without checking what was in it, and the sync quietly removed most of his source tree, configs and database schema.

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

My talk script became a slide deck that was 95% done

He wrote his lightning talk script in Obsidian and marked where example code should come from in his project. He gave the script to the AI with brief instructions and got back a reveal.js deck that was 95% done.

This only partly worked. Worth knowing before you try it.
Life adminPartly worked

File the parking ticket dispute I kept meaning to file

Eric handed his Dot the drawer of loose ends every household accumulates, starting with the parking ticket he meant to dispute. Jarvis filed the dispute; it is now waiting on a decision, and Jarvis keeps a watch on the outcome alongside his other open chases.

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

The AI tried to pull my API key out of the Keychain. A hook blocked it.

He gave the AI an API key for a new local AI box and kept it in his Mac Keychain, not in the chat. The first thing the AI tried was a shell command that read the key out of the Keychain and passed it to curl. A hook blocked the command before it could run.

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.