Shervin Shaikh asked the AI in chat to find any NYC parking tickets under his name and pay them; after he supplied his licence plate, the AI found a $115 'No Standing' ticket in Brooklyn, now $145 with penalties. The first CityPay attempt failed on a billing-address mismatch, but the retry succeeded: $147.90 paid via Stripe Link, confirmed on screen.
He is treasurer for a nonprofit food co-op. He gave the AI the co-op's financial statements, some notes on what he wanted to explain, and the logos, and 20 minutes later he had a ten slide deck and separate printouts for the annual meeting.
He had the AI collect his will and trust documents and check them against state statutes. The review found missing signatures, an illegal clause, and outdated law references, and he fired his attorney the same day.
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.
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.
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.
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.