What they did
Dubowsky connected Gmail, Google Calendar and Google Drive to Claude through its connectors, and used the desktop app to let it see chosen folders on the laptop. In each connector's tool permissions Dubowsky blocked every action that could send, reply, forward, delete or edit an event, and told Claude it could look at everything for seven days but change nothing. Dubowsky then asked it to search six months of email for anything already agreed to, booked, paid for or offered to do with a date attached, check each item against the calendar, and list only the missing ones with the email quoted. A nightly check followed: for each event tomorrow, look through recent email and files for changes, things to bring and clashes.
How it went
The first search took about two minutes and found 23 items: unlogged plans, tickets bought months earlier, favours offered and forgotten, dates that had moved by email, and two bookings on the same Saturday. Six were loose "we must catch up soon" lines that Claude counted as plans. It also confused two people with the same first name and treated a "maybe" as a yes. The nightly check mostly reported no change, but twice that week caught a moved time in an email that had been opened but not read. Claude never tried to send or delete anything.
Worth knowing
Asking for the source email to be quoted is what made the list checkable, since Claude sounded equally sure when wrong. It cannot read attachments, texts or WhatsApp, so bookings sent as PDFs are missed. Whole-mailbox searches use up plan limits quickly. The author sells Claude prompt packs.