Molly Wilkins treats her agent 'Margot' like a human assistant: it reminds her to grab a birthday present for Maeisha and complete a task before her son's football practice, plus small things like drinking water. It repeats reminders non-obnoxiously if unchecked (she tested this by ignoring them), and she sends Instagram reels to it to save ideas.
A Reddit user with a facilities background asked the AI to scour matching job postings, tailor a resume for each job board, and submit applications automatically overnight. Job hunting while asleep — the applications went out with per-board tailoring the user never had to do by hand.
The same Cowork setup checks his father's email for work orders and schedules his father's meetings automatically. He turned off data sharing with AI for this, so the mail is not saved anywhere else.
His charity food pantry needed a barcode scanner and stock checker but could not afford a paid system. He built one with AI in two days, and it now runs on a laptop in the pantry.
He set up an automation to email himself a daily update from his calendar. Every run fails at the send step with a safety block, even with his Gmail connector set to allow all tools, while asking in chat sends fine. He rebuilt it several ways and every version stops at the same point.
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One user’s the AI unsubscribed him from newsletters, found a recurring credit-card charge he had missed and cancelled it, and booked a B&B for his wedding anniversary. Three different errands, one agent, all completed.
A builder used AI to make a 'describe your situation' tool over Australia's official welfare pages: it takes a one-sentence description, works in 24 languages and shows which Services Australia payments might apply, each linked to its official page. Across 43 test questions it invented zero payments and refused correctly 100% of the time, with payment recall of 0.76.
Before a speaking engagement, Ulanoff couldn't recall where he was talking or where to park. He asked the AI to find the original note from his contact, misspelling the contact's name.
After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.
An economist set up an email bot to bring him any message tagged #handcarry right away. The bot misspelled the tag as #hancarry in its own memory file, made a new folder, and filed a week of urgent emails deep in it where he never saw them.
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