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.
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.
Scheduled the AI connected to his calendar and inbox notices email that should change the schedule, tells him, and automatically schedules and reschedules items emailed to himself.
Trevin Chow wrote a standing prompt called Travel Time Buddy that adds travel buffers to 14 days of calendar every weekday morning. The agent keeps his schedule padded against transit time.
He built geo-v.eu, a live calendar of EU political and economic events that runs to 2028. The AI Haiku judges each candidate event against his written editorial standard, the pipeline hunts for the outcome for five days after each event, and the site rebuilds daily from static files.
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.
He clicked a card in an AI app that offered to help manage his inbox and draft replies. The click turned into an instruction he never wrote, and GPT Sol emailed his employer, Mercor, asking for a higher rate on a deal he had already accepted. He only found out when the company wrote back.
This one went wrong. See what happened before you try it.
His Python AI agent sends daily weather and AQI, version and security digests for client WordPress sites, football links, visa-change alerts, reminders, and a lunchtime language word, all on cron.
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.
The AI was fed government forms, UI design and legal requirements and produced the app in 1 hour; the team completed conversion of 150+ forms in 2 weeks with one person versus a year before.