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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
MoneyPartly worked

Re-do my taxes with AI and catch a bug in FreeTaxUSA itself

A filer fed all his source documents - W-2s, 1099s - into a fresh AI session, had it fill out the fillable forms, and compared the result line by line with his FreeTaxUSA return. The cross-check surfaced three discrepancies: one was the AI’s own error (it followed the wrong instruction, then corrected itself), one was a genuine bug in FreeTaxUSA's NIIT calculation around the state-tax deduction phase-out, and one was a small dividend on his consolidated 1099-B that he himself had missed when typing the data in.

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

The AI built my whole signup chain, from Facebook post to email list

Diana gave the AI Fable 5.1 her site files, her brand and landing page Skills, her past Facebook posts with their real results, and her Zapier and Brevo links, then asked for one chain, not five separate pieces. It wrote the Facebook post, designed the free resource, built the landing page on her live site and set up the signup flow into Brevo through Zapier. The page is live. She made one fix to the page layout. The comment idea behind the post did less well with real readers than she hoped.

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

A realtor with memory loss runs his deals on voice notes and the AI

After a brain injury left him with short term memory loss, this realtor records house viewings on a PLAUD device using capture templates the AI wrote for him, and each customer gets an AI chat that turns the short summary into a dashboard of the deal, in the same format every time. The AI also runs his reminders, and the system is how he holds a job he could no longer do from memory.

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

Buy my Amazon shopping list — blocked, then cart-only via my own browser

Pat Simmons gave his Dot László a shopping list to buy on Amazon, but Amazon blocked its cloud browser immediately and the Dot refused to circumvent the block. Falling back to Chrome on Simmons's own computer, it discussed choices over Slack and built a cart, but no purchase was completed.

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.