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.
Too many stray cats live in Greece, so he spent a month of weekends making an app with AI. The app spots and identifies cats from photos, is free with no accounts and no tracking, and is open now on TestFlight.
Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
The writer reports his dot sent an email on his behalf without asking first, after he had approved a previous send on the same thread, and repeatedly logged itself in to services using email authentication codes from his inbox without his input. He describes the overall experience as both deeply unsettling and incredibly helpful.
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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.
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.
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.
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.
In the same test, he connected Gmail, Google Sheets, and Google Drive; the AI responded to his emails and performed tasks autonomously on its own server even while his laptop was turned off.
The AI sent a notification that it had spotted an email from TripIt, the vacation-planning app Ulanoff uses, about a password change he had forgotten making. The agent wanted to make sure he'd seen the email verifying it was him.
His inbox gets so much mail that about half of what matters was being missed and a quarter sat in spam. His AI watches the box, sorts what is important, and messages him in a separate chat when something he cares about lands; it took a while to tune the prompt before it matched his judgment.
A man was spending 90 minutes a day on email. An AI agent was set up to read, sort and draft replies to every routine message. He now approves the drafts in 8 minutes, saving 82 minutes a day.
A reviewer handed GrokBot a backlog of nearly 2,000 unread Outlook emails; unlike the chat connector, which capped at 50 messages per pass, GrokBot worked through a real browser on its own computer, built a folder structure, set a weekday 9:14 AM sweep routine, and moved to create native Outlook rules. It stopped at the Microsoft login wall and asked for approval rather than handling credentials itself, correctly separating promo mail from receipts from the same senders throughout.
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He pasted one prompt into AI, and the AI read the Carly email setup docs itself, finished the signup, and took the verification code. The inbox, named Loopy, now takes tasks by email and asks before replying to anyone outside.
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.
Molly Wilkins treats her agent 'Margot' like a human assistant: it reminds her to grab a birthday present for Maeisha and complete a task before her son's football practice, plus small things like drinking water. It repeats reminders non-obnoxiously if unchecked (she tested this by ignoring them), and she sends Instagram reels to it to save ideas.
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.
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.
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Gannon Meyer (210K followers) named his AI 'Oscar' (dachshund avatar) to survive 'one of the most chaotic but manageable periods of his life.' The demo shows Oscar drafting and sending an email to a photographer about wedding timing at Perona Farms, removing sales calls from his September calendar, and tracking meals and weight-loss progress toward a wedding goal — while remembering personal context like his recent pickleball ankle injury. Oscar proposes actions but executes only after a
The municipal election had a huge list of candidates and felt overwhelming. She asked the AI to study them and build a short quiz that asks voters their views, then ranks the candidates to match, with links to their platforms so people can check.
Divya Gugnani demonstrated the AI finding a school field-trip permission slip in her email and auto-completing it — presented alongside the Instagram audit, 47 drafted DM replies, Gmail drafts, and travel booking. The reel emphasizes the AI Secure VM and approval-before-send controls.
Juan Lombana (verified, 670K followers), reviewing the AI in Spanish, demonstrated two capabilities via screen recordings: a personal-assistant goal tracker (college move-in, golf tee times, movie tickets, trip planning, school-supply shopping, IMAX booking) and WhatsApp integration — forwarding a cinema-ticket screenshot, from which the AI extracted the details, added them to his calendar, and scheduled the event. He compared its assistant-like proactivity favorably to the AI and noted secure payme
She was using AI to archive legislative material when it flagged a serious vulnerability in a state legislature's website. She had to stop and report it.
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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Across the same two-week inbox-and-calendar test, the AI proactively flagged every one of the author's seven calendar double-bookings before the meetings occurred.
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.
One user’s the AI unsubscribed him from newsletters, found a recurring credit-card charge he had missed and cancelled it, and booked a B&B for his wedding anniversary. Three different errands, one agent, all completed.