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Went wrong

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

Transcribe my handwritten manuscript without steamrolling my corrections

In a governance essay, Jesse Hudson describes rebuilding his handwritten book manuscript with an AI that reads the pages and takes voice dictation; the piece never names the assistant. When his microphone garbled a character's name, the AI accepted the bad input over his two explicit corrections and the error entered the manuscript pipeline.

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

Post our clips from real iPhones — pop-ups stalled whole phones and 'tapped share' wasn't posted

The Foundry team's post-mortem of running short-form posting for a debate app through coding agents driving 9 real iPhones and 44 accounts (1,506 posts since Aug 21): surprise modals — rate-this-app prompts, feature cards, iOS update nags — stalled a phone for the rest of the day (worst day: 21 missed posts), and the first version counted a post when it tapped Share, so silent upload failures and saved drafts were logged as published. Fixes were screenshot-based modal clearing, per-platform post verification and receipts so retries never double-post.

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

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

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.
WorkPartly worked

Build a SaaS in a weekend with AI — and catch the payment bug it approved itself

Ryan Mercer spent a weekend building a SaaS with AI and Next.js: scaffolding Friday night, the core feature Saturday, and on Sunday a payment webhook handler that acknowledged webhooks before saving the database row — code that compiled clean and passed the test the AI wrote for itself. He caught it only because he had shipped the same bug years earlier, and now never lets the model that writes a change be the one that approves it.

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

Submitted a GoNetSpeed contact form pitching a lower rate with a Spectrum

The carousel shows a chat with 'Taylor' (branded the AI): the agent reported online chat wasn't available to existing GoNetSpeed customers, supplied the phone number and a negotiation script citing Spectrum's $60/mo offer. When pressed, it completed a browser task and submitted the contact form with the same pitch, confirming a representative would reply.

$60
This only partly worked. Worth knowing before you try it.
FamilyPartly worked

Check in with my dad weekly about selling his business and report back to me

Simmons asked László to check in with his father once a week about the business sale and report back, judging his father more likely to talk it through with an AI checking in than to raise it with his son. The article records the arrangement being set up, not its later results.

This only partly worked. Worth knowing 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.