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.
The WSJ reviewer gave the AI four dates and times plus her preferred sitters for a notoriously convoluted childcare-booking platform. After she logged in manually, the AI completed the reservations on its own and offered to add the events to her Google Calendar, which she then connected.
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.
His agent sweeps his email and call transcripts looking for work he missed, then drafts the follow up messages and tickets for him. It catches commitments that slipped past him in busy weeks.
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.
This one went wrong. See what happened before you try it.
Three family members, three nationalities, one move to Brazil. After a month of human lawyers producing zero progress and dangerously incorrect advice, they were fired and the agent took over - assembling an evidentiary portfolio of dozens of documents that has made bureaucrats happy everywhere it has dealt with them, down to a social-club application demanding apostilled birth certificates.
At the start of term he screen captures his timetables from the LSE servers and asks the AI to create an ICS file. He can then drop the file straight into his calendar.
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.
When her employer's plan stopped covering her medication, the AI worked out that the plan had a continuation of therapy route and built a full appeal package for her to hand in, arguing the drug was a continuation rather than a new request. She filed it, and her doctor used the letter template it wrote.
This only partly worked. Worth knowing before you try it.