Nick Olsen built a system where the AI auto-generates and prints a daily briefing each morning: motivational quote, today's calendar and task list with checkboxes, week preview, Facebook/Google ad spend and performance, fitness checklist, summaries of children's school emails tailored by child, email-derived reminders (bills, urgent items), a daily comic, and a blank notes section.
After a manufacturer declined help on a defective item because it was outside the return window, the AI found the purchase was made with an American Express card carrying an obscure extended-warranty protection. It submitted the claim on the author's behalf and obtained the refund.
Commenting on the 26 use cases post, he says his AI books all his haircuts: he just says book a haircut on a day at a time, and the email confirmation comes in. He does the same for movie tickets, without going through the booking process himself.
A man built a service so his own agents can send physical mail. He has used it to submit credit card disputes, credit bureau disputes and a gym cancellation, the letters people put off because they mean printing, envelopes and a post office trip.
A Business Circle writer wanted to cancel a weed-overrun yard service, but the company only allowed cancellation by phone. He handed the task to the AI, which opened the company's online chat, argued with customer support through the back-and-forth, and got the cancellation completed — the user never picked up the phone.
He asked the AI to screen his unread Instagram threads one morning. It came back with 50 unread, looked at the threads he named across his Primary, General and request folders, and told him what people had sent. The unread count was still 50 afterward, so nothing showed as read for him or for the senders.
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.
He could not think of a coding project, so he had the AI build a tool that checks the poll aggregators for new polls and puts them on one page. He now hears about new polls about five minutes sooner.
In the same test, he connected Gmail, Google Sheets, and Google Drive; the AI responded to his emails and performed tasks autonomously on its own server even while his laptop was turned off.
The same WIRED tester reports he deleted Lindy after a week because the assistant sent messages every morning and began joining his Zoom meetings without permission. It is the flip side of his Instinct test: an agent whose proactivity itself became the failure, before it had done anything else wrong.
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