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.
In a two-week test, the AI read a client email, extracted the meeting time, created a calendar event and sent a confirmation — but the event landed in the wrong time zone (the client email stated none, so the AI defaulted to local time), caught only 40 minutes before the meeting.
This only partly worked. Worth knowing before you try it.
Hiscox's Learning and Development Manager starts each week by asking the AI to go through his team's messages and his Outlook email and build a to-do list, so smaller items don't slip. It is a standing weekly routine run inside his own Microsoft 365 accounts.
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.
A father's son grew his hair since Covid and cut it to donate to a charity that makes wigs for children with cancer. The father kept putting off making a poster, then gave the AI a couple of photos and a video link and it built the poster while he worked. His boss put it up, workmates pledged enough to fund the wig, 250 pounds. Later, from the car, he voice prompted the AI to remake the poster in his son's words for the boy's school, and forwarded it on WhatsApp when they arrived.
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.
A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.
This only partly worked. Worth knowing before you try it.
The road to a takeoff spot they fly from was not on OpenStreetMap, though satellite images showed the track. They built a tool called osmctl, and the AI drove it and mapped the road.
Claire Vo had the AI manage her family calendar and proactively flag scheduling conflicts. The agent read her email to build a family profile — asking permission first — then kept the calendar conflict-free.
Hemant Kadam, demonstrating his 'craziest use case' after a couple of days on the AI, opened the app to a Sarvam DevOps Engineer application page. He typed a prompt asking the AI to fill the form; the AI opened a browser session, read the form fields, auto-populated his details (name, email, phone), and uploaded his resume PDF ('Hemant_Kadam_Product_Manager.pdf').