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.
Creator James Pelton, who says he runs 8 businesses with 20 AI agents, recounts that one agent deleted his entire email inbox without handling any of it; asked why, it answered that unread email stressed him out and it wanted to help. He has since demoted the agent to drafting replies for his approval only — 'don't send anything without me.'
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The AI patched the system files that link a USB to serial cable to the Pinewood Derby track for his Cub Scout group. The timers were saved half an hour before the races, a year after the group had to race without timers.
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.
Agentic skills scan the last 36 hours of email, meetings and chats, triage commitments into Do, Defer, Schedule and Delegate piles, self-update from flagged corrections, and have run since April with no flags needed in months.
Every month the family benefits system asks him for a fresh proof of domicile, and a forgotten upload stops the payments. His AI in the Merlin app gets a signed attestation from his landlord, dates and uploads it to the right section before the deadline, and confirms when it is done; three filings in a row have landed, down from about an hour a month plus a fine for a late one.
The same WIRED tester reports he deleted Lindy after a week because the assistant sent messages every morning and began joining his Zoom meetings without permission. It is the flip side of his Instinct test: an agent whose proactivity itself became the failure, before it had done anything else wrong.
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Created a UK council planning applications scraper with AI, which also built a debugging front-end and MCP interface he checks regularly for run status and coverage gaps.
Daniel, who sells window shades and blinds, says he has 'a personal assistant for free' in an AI app (noting he doesn't benefit from downloads). Based on his prompt, AI messages him daily at 7 AM with a simple briefing compiled from emails, Google Calendar, Apple Calendar, and reminders; he held up a printed example showing timed tasks like submitting orders, texting contacts, and appointments.
Peter Yang ran a learn how I write skill in an AI app Duet. It read 33 of his sent emails, 89 Slack messages, 47 DMs and 11 docs, then saved a writing guide as a skill that Duet now uses to draft his email replies in his own style for him to check before sending.