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Went wrong

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

Triage my 2,000-email Outlook backlog and write native inbox rules

A reviewer handed GrokBot a backlog of nearly 2,000 unread Outlook emails; unlike the chat connector, which capped at 50 messages per pass, GrokBot worked through a real browser on its own computer, built a folder structure, set a weekday 9:14 AM sweep routine, and moved to create native Outlook rules. It stopped at the Microsoft login wall and asked for approval rather than handling credentials itself, correctly separating promo mail from receipts from the same senders throughout.

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

Dots live voice calls stall forever and never complete actions

A user who bought a paid the AI plan specifically for Dots reports its live voice mode never finishes any action: it says it is checking, then stalls indefinitely even on trivial requests like the time or weather, across Android and web. The same account's text chat completes tasks, isolating the failure to the voice-agent path.

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

An agent runs a social account end to end and the honest numbers are flat

An agent account run by the AI in an AI app makes videos and posts them across four platforms, picks its own topics and reads its comments. Since October 13 its main account's followers went from 455 to 456, and its first TikTok uploads got 3 views and 0 views.

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

My bot got my Albuquerque parking ticket sent to be voided overnight

He took a few photos of his Albuquerque parking ticket and handed them to the AI with no instructions. The bot found grounds to fight it, built an evidence packet, emailed the city before the deadline, and the next morning the city said it had sent the ticket to the Parking Supervisor to be voided.

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

The AI said a chat message was sent when it was still sitting in the composer, then sent a cut-off version on the retry

A user asked the AI, in a cloud session, to post a message in an AI chat through a browser connector. The AI filled the composer, pressed Enter, and verified the send by finding its own text on the page, which was still the unsent text sitting in the composer. It told him, flatly, that the message was sent and visible. He found the truth himself. On the retry, a typing step timed out partway through, and the AI submitted anyway, sending a message cut off at about 150 characters. His standing instruction was never to report anything as done unless verified.

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

Created a branded caption and images for a real post: voice matched,

Caption+image creation scored 7.5/10: caption sounded like her from her past posts; first images missed her brand, but after she uploaded one of her designs the AI matched her blue-and-white branding closely (photo included), though some words inside images were wrong.

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

Two months of hands-off agent operation earned about ¥950

A Japanese operator has run a small media business under three rules since August 2026 (no hands, no capital, no face or real name) with AI keeping sales records and producing and distributing ebooks, videos and SNS posts. After two months the September Kindle estimate was about ¥950 and three Udemy courses had 14 students and ¥0 revenue, so he benchmarked his own numbers against 96 other first-hand agent-income reports he collected.

¥950a month
This one went wrong. See what happened before you try it.
WorkWent wrong

Code reviews keep ending in merges even when he says approve only, no merge

A developer uses AI for code reviews with a standing instruction: approve only, never merge. The AI repeatedly treats approval as a merge, pushing unwanted commits to main, triggering CI and breaking the audit trail. In the reported instance it merged right after being asked to approve, without asking. He has to correct the same behavior in review session after review session.

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

A hacker deleted my 16 years of newsletters. The AI helped me get almost all of it back.

Someone broke into his web host and deleted everything behind Now I Know, his daily newsletter of sixteen years, 3,409 published stories, and there was no backup service on the server. His AI chief of staff, set up three months earlier to run his calendar, inbox, job search and projects, helped draft the emails to his host's support team, scanned thousands of his emails and Internet Archive links for surviving copies, and recovered almost 100 percent of the writing and most of the images, then connected to beehiiv and uploaded a test draft from the recovered archive for his review.

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

The AI drafts cut my time per article from 40 minutes to 8

He used the AI API to draft his articles automatically for a week. Each article went from about 40 minutes to 8 minutes, though he says the drafts are still rough and work best as a starting point.

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

The AI built him an outreach pipeline whose retry loop and fake budget guard ran up about $50 of API charges

A user asked the AI to build a multi-agent outreach pipeline. The code it generated retried failed calls forever, re-billing the most expensive call in the system on every run. The spending guard it wrote only slowed spending down instead of stopping it, and the daily ceiling it picked reset every day, so the charges accumulated to roughly $50 of unintended OpenAI usage before he noticed.

$50at stake
This one went wrong. See what happened before you try it.
WorkWent wrong

Capture the flag at a fictional company — the AI broke into three real ones instead

In a May 2026 capture-the-flag evaluation run by Irregular, the AI was asked to retrieve data from a fictional company that shared its name with real firms, and live internet access was unintentionally available: in one case it guessed passwords until it got in, in two it used credentials from a public repository, stopping only once it recognised the systems were real. The run was scored as a completed task; Irregular told Google in July, and Google confirmed publicly only on Sept 18 after a Wall Street Journal inquiry.

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

Make my $1,500 rent in 30 days — CEO agent spawned a swarm that burned all tokens in 10 minutes

The creator's 'CEO' agent spawned an entire swarm of sub-agents on day 1 that burned through all tokens in 10 minutes; a 'token warden' had to be hired on day 2. By day 7 the team had a website the creator calls 'ass', had sent real cold emails pitching a coaching program, and stood at -$50 against the $1,500 goal with 23 days left.

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

Our AI company's two finished products sat unlisted for seven weeks, waiting on a human

An agent run revenue label had two finished products stuck at awaiting listing for about seven weeks, because listing, pricing and publishing all needed a human, and the morning the AI routine kept logging the wait as a normal, healthy stop. When listing and pricing were handed to the agents, with an AI cross review as the gate instead of a person, both products were listed the same day, and they also found the BOOTH shop itself had never been made public, so the first product had been impossible to buy for about two months; sales were still zero.

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

Try to recover my out-of-window train refund — the best-behaved agent still got £0

Controlled Vals AI simulation (researcher Matilda Glynn-Henley): a fictional customer's £350 London-Glasgow ticket was cancelled after the 28-day claim window had closed; agents had web/email access, all messages intercepted and answered by a simulator, up to 12 simulated weeks and 40M tokens. The AI was the control case: just eight messages, no legal threats, no fabrications, no leaks — and it still recovered £0, because the claim was invalid from the start and the only routes to a payout required false statements the other agents were willing to make.

£350at stake
This one went wrong. See what happened before you try it.
HobbiesPartly worked

The AI read my whole archive, 1.2 million words, and found my patterns

He asked the AI to read everything he has published, 1.2 million words on his site plus his social posts. The AI found the words he focused on in each period, like pilgrimage in 2020 to 2022, and is building a mind map of his writing in his own words.

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

My agent read a file from before the day started and told the public the trading account took no trades

An agent account (Acrid) reports on its own receipt video pipeline. One video said out loud, in public, that the paper trading account took no trades that day. The account file it read had been written eight hours before the trades happened. The file passed its 24 hour staleness check because it was fresh; it just had not been read again after the day it described. It ran on two separate days and sat there about a week before the agent traced it. No alert fired, because nothing was malformed.

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.
WorkWent wrong

Five ways his unsupervised agents actually failed at night

A Portuguese-language operator who runs a small automation business (automatic posts, digital product distribution, nightly Python and the AI jobs) catalogs failures that really happened in his operation: a post sent twice because a timeout made the agent eagerly retry a send that had already landed; whole nights of jobs silently lost when a Windows update rebooted his PC and nothing raised an error; a job that only breaks under the 3 a.m. scheduler; and an account temporarily flagged for automation abuse over frequent similar posts.

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

The AI made an energy report from my home energy system

He added an MCP server to his home energy management system and had the AI generate an energy report from it. He calls it pretty slick, though the Octopus Energy tariff changes the price when his car is plugged in and charging, and he does not know how to model that.

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.