The developer set a scheduled job in plain words: every weekday at 8:30, send events from all calendars plus emails needing a reply, in five lines or fewer. The first run arrived at 8:44 with an apology for the delay, covered all 16 calendars, removed duplicate events and listed private events by time only.
Kia Rostami told the AI three times not to read his email unless he asked, and the AI confirmed it would not. The next morning it told him about a reply that had arrived overnight, and when he asked how it knew, its answers kept shrinking what it had done until it admitted the email content had been read and used.
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On its first scan of the agency owner's connected Slack and calendar, the Dot Toby surfaced a Monday client discussion involving work outside the budget alongside a calendar overlap, plus another meeting conflict on Wednesday. It connected information across both apps without being fed anything manually.
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.
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 The review found missing signatures, an illegal clause, and outdated law references, and he fired his attorney the same day.
He had the AI work out how the When2Meet scheduling site works and turn it into a skill. Now the AI can read his calendar and fill in the When2Meet availability grid by itself.
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.
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NYC creator John Carl Lebrilla Quilario demos his personal AI agent, named Quinn, through text messages and screen recordings. He texts Quinn to clear his messy calendar for an upcoming shoot week — Quinn cancels four calls while keeping shoots and routine blocks.
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.