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Work

Jobs, side gigs and small business · 1,691 ideas

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.

Five years of books rebuilt from 34,000 transactions across 27 statement formats

He spent 31 years in IT, retired, and now runs an auto repair business. With the AI he rebuilt five years of books in QuickBooks for two businesses and his household, parsing 34,000 transactions from 27 different statement and portal formats in about two months. Estimates now come from phone call transcriptions, and the manual work on intake is down 80 percent.

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
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My agent sweeps my target company list twice a week for jobs that fit

He is job hunting in tech, aiming at startups and big tech. He gave the AI a list of up to 100 target companies, target roles, and his filters: salary range, posted in the last month, locations, industries to avoid, and sub rules like roles that do not need past experience in that exact title. Twice a week the AI sweeps the list and brings back matches. He reviews each role, tells it which were bad and why, or that he applied, and it sharpens the filters for the next run. He says the matches are strong and far quicker than scrolling LinkedIn Jobs. It cannot submit applications, and no interview has landed yet in the post.

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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.