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Work

Jobs, side gigs and small business · 1,668 ideas
WorkWent wrong

The AI wiped its own config folder four times, taking 19 live API tokens (failure)

The AI’s own processes silently wiped and recreated the user's entire ~/.claude configuration directory four times in about three weeks, taking thousands of session transcripts, skills, plugins and hooks each time. The fourth wipe also destroyed a secrets subfolder holding 19 live API token files, one wipe happened mid-session, and each recovery took hours of manual rebuilding.

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

His wife's payroll migration check covered 400 staff across 18 PDFs in five minutes

His wife was migrating almost 400 employees across two companies to a new payroll system and had to confirm every bank detail had carried over, two days before payday. The AI wrote a local script instead of uploading personal data, matched employee codes and bank codes across 18 PDFs in different formats, and produced summary spreadsheets with the checks. The script can be rerun for the next migration.

Keep my work log and write my standup for me

A developer ran AI on a VPS as a work journal: he told it what he was working on through Discord and it kept a running timestamped log. Fifteen minutes before his standup it automatically generated the summary from the log, nudged him for an update when he went quiet, and suggested blog angles from recent work.

Build me an autonomous business: VibeCheck, in 2.5 hours

Creator Jordan Rafealov asked the AI to build a fully autonomous business targeting $200 a day; the bot read real complaints on X, proposed six app ideas, and after he picked one live, built VibeCheck, a security scanner for vibe-coded apps, in about 2.5 hours including the name, plan and domain purchase. The video doubles as a funnel for his paid community.

Store wired an AI agent into live order data; daily support fell from 3+ hours to under 30 minutes

Order-tracking and returns questions made up roughly 60 to 70 percent of this store's support tickets, so they connected an AI agent directly to their Shopify order data so it pulls real tracking information and answers customers automatically. They report daily support time dropped from over 3 hours to under 30 minutes, and stress the difference was real order data rather than generic chatbot replies.

WorkWent wrong

Send my cold outreach — 74 emails, 6 bounces, zero positive replies

Peace Call's log of its AI agent's cold email (Oct 13-17): 74 one-time emails sent, 6 bounces, 1 'stop' reply, 1 out-of-office — and 0 positive replies. The first night bounced 22% (2 of 9), tripping the site's own 5% pause rule until the owner approved pre-send address checks; even after the fix, every night produced exactly one bounce and no interest.

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

Make PDFs of my old articles stored in Dropbox

Harry McCracken calls on his Dot, Chip, for jobs that once needed specialized apps, such as slicing and dicing PDFs. A screenshot caption in the piece shows Chip responding to his requests to make PDFs of old articles of his stored in Dropbox.

The AI found the school law. My daughter starts on Monday.

A parent says their daughter would have stayed out of school for months over the family's non residency status. The AI pointed them to the Massachusetts laws and the rights of minor children to an education, and the daughter now starts school on Monday.

Re-screen the same hiring pool against an outcomes scorecard — and hire

After the cancellation mess, Curtis wrote a one-page scorecard for the role (mission, five measurable first-year outcomes, six competencies), pasted it into the prompt and had the AI map each candidate's track record to each outcome with evidence from the résumé. With a human making every cut and applications closed before booking, the process ended in a Director of Ecommerce hire who has already optimized the company's Amazon listings and helped launch a product — and a declined candidate was later hired as a TikTok consultant.

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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.