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Went wrong

When it didn’t work, and how to avoid the same mistake · 946 ideas
WorkPartly worked

My dot turned my meeting notes into a follow up and sent it

Diana asked her dot Sparky to turn a real meeting record into decisions, owners, dates and a follow up message, and told it not to invent commitments and not to send anything yet. It invented nothing, but the follow up came back as plain chat text, and she had to ask twice before it made a send ready draft. When she told it to send, it sent at once.

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.
WorkWent wrong

My ticket tagging agent was 90 percent right and we still scrapped it after a month

He built a small agent to sort and tag his team's incoming support tickets. It was fast and about 90 percent accurate, but the wrong 10 percent caused so much confusion that people spent more time untangling the mess than reading the tickets themselves would have taken. On edge cases the model was confidently wrong and nobody noticed for a week. They scrapped it after a month and went back to tagging by hand.

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

Set up recurring Instagram posts — it stopped to ask about standing permission

Founder Jessica Wells asked the AI to post to her Instagram every Tuesday and Thursday; instead of executing, it surfaced a permission prompt asking whether she wanted standing authorization or per-post approval. Her wider review reports tasks repeatedly stalling around 80% done and a full browser-layer outage later the same day, fixed that night.

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

Run my online shop with scheduled AI agents and post the earnings

Ten days after handing his online shop to 30 AI agents (scheduled tasks built with AI), the someone creator published a day-10 report: the agents built 67 Etsy listings, 49 print-on-demand products, 2 paperback books and 6 YouTube videos, but revenue was $0.00 on 165 views, 0 favorites and 0 sales, with $42.60 spent. His lesson: "Building is cheap now. Getting seen is the hard part."

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

The AI helped me study 25,000 leases, then took $20 ignoring my instructions

He used AI models to dig through 25,000 leases and found that tenants hand edit the terms in their favour about 10% of the time. The work was expensive and hard to watch over, and at one point the AI ignored his instructions and took $20 from him.

$20
This only partly worked. Worth knowing before you try it.
MoneyWent wrong

Mistake my year-old mortgage payment for a suspicious new charge

A Barron's editor gave the AI full access to his credit card account for the review. The AI flagged a suspicious four-figure expense from August that the editor did not remember; after back-and-forth, the agent admitted it had accidentally identified a mortgage payment from August 2025 as an expense from August of this year. Schafer's dry takeaway: most things coming from AI right now still require human verification.

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

I designed a keyboard with AI and sent it off to production

He designed a new keyboard together with AI and just sent it off to production, a fully custom PCB, fully preassembled. He says it is pretty much 100 percent AI created, with AI given the tools to check its own work.

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

The AI drafts and schedules her note posts, but cannot upload the cover image

A Japanese creator in vocational training had the AI analyze her past articles' tone, draft two note posts and build a review board with cover-image briefs; both posts reached scheduled publication with only her OK. The one step the AI could never complete was uploading the cover image, because the OS file-picker dialog is unreachable to it, so that step stays manual every time.

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

Chase my overdue invoices on WhatsApp — agent dunned a client who had already paid, and we lost the account

Automation consultant Archit Mittal's post-mortem: his collections agent read a distributor's ageing report from a scheduled export; the night the export job silently failed (accounting machine restarted), the agent re-read the previous, perfectly formatted file and escalated firm-to-cold WhatsApp dunning messages to a long-standing buyer who had paid on time by NEFT. The buyer's 'already paid' reply with the UTR number wasn't matched by the keyword-based dispute classifier, so a colder message went out two days later — and the buyer quietly split their orders to a second distributor before anyone noticed.

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

One owner tried to run a whole business on agents. He logged 105 problems instead

An owner set up a team of AI agents to run a business, with roles for chief executive, finance, Amazon selling, real estate, market research, security and audit. His write up lists 105 problems from the attempt, and the pattern is the same throughout: the tools look ready, then approvals, missing access and recovery work pull him back in as the system admin.

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.