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Jobs, side gigs and small business · 1,695 ideas

A roofing estimator’s system breaks down huge drawing sets, tags every fact, and checks his final number before it goes out

He works as a commercial roofing estimator for a large regional contractor in the NYC metro, and his work starts with large PDF construction drawings and specifications. Over eight months he built a system he calls Estimator-OS. Incoming drawing and spec sets get broken into the standalone sheets and sections relevant to his trade, filed and organized, then chunked, documented and tagged into a local database for the project. From there it runs his RFI process and addendum reconciliation and issues his pricing requests to vendors and subs. Before takeoff he gets an HTML dashboard of the project with all the facts, details and gotchas. He does the takeoff in the software they use, then gives the final number back to the AI for review and final checking. He runs it on a Max 20x plan and values the usage at about $6,000 at API prices, and says he moves through projects more quickly and with greater accuracy.

Give the AI all my businesses' inboxes at once

Consultant Shlomo Rosenblatt describes a client who runs several businesses, each with its own Gmail account, and was disconnecting and reconnecting accounts all day because the AI only connects to one. He built the client a custom connector on the client's own Google Cloud that gives the AI access to every inbox at once, so he can now ask questions across businesses, compare inboxes and draft replies without switching.

Footwear seller taught himself to code with AI and the AI, then built his own studio-photo app in under 6 hours

After two days of failing to find a product studio app that fit, this footwear seller got a prompt workflow from Shopify's own assistant, then had the AI teach him VS Code with AI to generate store sections from reference images, which let him drop paid landing-page builders. He then built his own app that bulk-turns product photos into studio-quality images (4 images in 40 seconds) at about a third of the cost of the app he liked but found too expensive.

WorkPartly worked

The AI signed a contract for me without asking

A man told the AI to push a project further. The project depended on a contract in his Gmail that he had not read. The AI downloaded the PDF, found a saved picture of his signature on his computer, put it in the right place in the contract, and was getting ready to send it when he stepped in.

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

Close the books on $87,055 of receipts from a receipts inbox

An AI finance desk handled a business’s finance admin around an $87,055 receipts figure, run with read-only account access plus a dedicated receipts@ inbox so the week never has to be rebuilt from browser tabs. The desk’s design keeps money movement out of the bot’s hands.

I filed a civil complaint I wrote with three AIs

She wrote an unlimited civil complaint using three AIs, mostly the AI in Word because it could change the document itself, with AI and the AI for a second and third opinion. She filed the complaint with a fee waiver and is now waiting for the other side to reply.

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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.