His agent reads his email, including PDF attachments, finds the dates and appointments inside, and adds them to his calendar with a check for duplicates. With two kids at different schools sending home a stream of letters, he calls it a big time saver.
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.
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 reviewer handed GrokBot a backlog of nearly 2,000 unread Outlook emails; unlike the chat connector, which capped at 50 messages per pass, GrokBot worked through a real browser on its own computer, built a folder structure, set a weekday 9:14 AM sweep routine, and moved to create native Outlook rules. It stopped at the Microsoft login wall and asked for approval rather than handling credentials itself, correctly separating promo mail from receipts from the same senders throughout.
This only partly worked. Worth knowing before you try it.
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.
Gaby Hersham built a nightly automation in which the AI reads the roughly 20 school emails her family gets each week and adds the important dates to the family calendar, ending the manual trawl through newsletters and PDFs.
Jack created a recurring daily website-check goal by chat in about a minute, then deleted it by chat. The Goals tab itself was slow to load (once 25 seconds, once stuck on placeholders).
Tetsuro Miyatake had the AI call Volvo Cars as 'Hailey' on Matt Schlicht's behalf to check routine-maintenance availability for his XC90. The service department had openings all the following week starting Monday at 8 a.m.; the AI clarified it was checking availability only, not booking, since a phone number was still needed.
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.
Tech journalist Lance Ulanoff connected his personal Gmail to his AI 'Charlie' and asked it to check for anything pressing he had missed. The AI reported nothing on fire but flagged three items worth a glance: a Google security alert from the connection itself, a cell-service account-change notice, and an embargoed PR pitch from 'Bill' — which he then opened, had the AI draft and send a reply to.