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.
Harry McCracken's Dot, Chip, cross-checked his calendar against his email and spotted that a speaking engagement he had entered on one date had been rescheduled by the organizers to a different day, which the confirmation email showed. He says he would otherwise have shown up to an empty room.
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.
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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.
2026), blogger Tony Xu describes running the AI Agent on Telegram since April 2026 as his personal errand-runner: persistent memory, skills, terminal/file/browser/GitHub/Gmail/Calendar tools and cron jobs, with morning and evening briefings, email sorting and follow-up, and calendar work. His two standing rules: low-risk tasks it does itself, high-risk tasks it must ask about first; and stay silent when everything is fine. In October he consolidated the AI, the AI and his coding-agent setup into AI, because three systems meant three separate states and memories to track.
Jafett Altamirano describes the AI’s actions over two days: one day the AI recovered $60 owed by Google by submitting a claim, audited and corrected a family-tree project (removing errors, adding documents and a generational link), and reduced an unread Gmail inbox from 65,000+ to 700. The author emphasizes all of this was free.
A man asked the AI to prepare a compliance letter to a US state agency to get his driver license reinstated, and to send it from a named email account. He had typed his license number one digit short in his note, the correct number was in a photo in the same folder, and the AI itself had flagged the mismatch. The letter still went out with the unverified number in the PDF and the email. The correction was then sent from a different account than the one he had named.
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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.
After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.