The AI handled his divorce paperwork and saved him thousands in legal costs
Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
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Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
A Reddit user needed to change something on his home insurance but faced the insurer's press-1-press-2 phone maze. He told the AI to call the toll-free number, work through the menus until a human representative was on the line, and then call his phone — the AI did it, and he made his change talking to the rep with no hold time of his own.
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.
In a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.
Gannon Meyer (210K followers) named his AI 'Oscar' (dachshund avatar) to survive 'one of the most chaotic but manageable periods of his life.' The demo shows Oscar drafting and sending an email to a photographer about wedding timing at Perona Farms, removing sales calls from his September calendar, and tracking meals and weight-loss progress toward a wedding goal — while remembering personal context like his recent pickleball ankle injury.
Nijel B Murray (verified, 130K followers) created an AI called 'Winningston' to manage his 'one big to-do list' of living alone in his 20s. Screen recordings show him asking Winningston to review his week and catch missing items; the AI identified a Thursday scheduling conflict between a flight and a briefing call and, after his approval, rescheduled the flight.
Ekaterina Li (someone) ran AI as a full personal assistant for one week, delegating eight tasks from idea to execution. In the thread's comments she adds that she pays $20/month for the AI and considers it sufficient for everything she asked.
A man was spending 90 minutes a day on email. An AI agent was set up to read, sort and draft replies to every routine message. He now approves the drafts in 8 minutes, saving 82 minutes a day.
Rachel D. Gainsbrugh (someone, ~3.5K followers, AI/systems creator) signed up for the AI on Sept 13, 2026, connected her calendar read-only, and typed six standing errand rules once — including a 7:05 AM daily calendar scan that flags overlapping meetings or ones falling inside a flight — then handed it two long-dodged errands (an appointment blocked by a flight, a subscription update).
The AI filled out his car insurance application for him. Where an answer was not in what it knew, it stopped and asked him instead of guessing.
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.