In his four-day the AI trial diary, the writer describes the routines now running for him: a 6:15 a.m. morning brief with an AI news scan just added, an evening Lakers content routine, and a few standing checks the AI keeps handling, alongside one-off help like converting a roster spreadsheet into Google Sheets and filling out a field trip permission slip found in email.
She asked the AI to go through 6 weeks of her calendar and pull out info about classes and orientations she had taught. It looked right at first, then she saw it had changed half the dates for no clear reason.
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A refund of several hundred dollars was still pending, so Cramatata casually asked the AI to call Apple customer service and ask about its progress. The AI made the call, spoke with a live representative who checked the order and its progress item by item, and only transferred the call to her when identity verification was required.
Agent manages the import and export process for the international move of his pet, including comms and form filling, and corrals the family's move documentation.
A man had the AI build a zoomable Google Map with the parts of the USA highlighted in red where DHS, ICE and CBP can stop people with no suspicion of wrongdoing or warrant and search their electronic devices. He put the map on his own website so anyone can check it.
Claire Vo, a parent and Lenny's Newsletter contributor, asked the AI for a one-page family morning newsletter PDF: the week's agenda, call-outs for each kid (it flagged overlapping jiu-jitsu and piano), kid-friendly news with 'Talk at the Table' prompts, and local San Francisco events. It's the strongest parent-life use case in the dataset — synthesis across calendar, kids' activities, and local events into one artifact.
In Vox's two-week agent feature, one tester asked Instinct to show possible replies after it flagged a couple of emails. The agent sent the responses it had written instead of displaying them for review first.
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The author describes using AI to resolve a six-month-old travel medical insurance claim with Cigna. The AI called the insurer, was transparent about being an AI, conducted the call politely (impressing the representative), and — because final consent was required — called the author's phone and connected the parties so he could approve verbally.
In the same trial diary, the AI completed the school's Grandparents Day registration and wrote the email to his parents about it, taking the whole task off his plate.
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.
He got the AI to build out a structured dataset of all 4,925 vacancies, with job titles, organisation, salary and location. He shared it in a spreadsheet for other people to play with.
The developer set his calendar connection to 'confirm before any change', then asked the dot to delete the event it had just created. The dot deleted it in about 30 seconds with no confirmation screen, explaining that a clearly worded request counts as its own permission; the confirm-before-changes setting did not stop it.
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Outside code, his biggest win is boring paperwork. The AI filed his reserve duty refunds, sorted out his national insurance payments and did his flight check-ins, working in his own logged in Chrome. Each job is about ten minutes of work, which is exactly why he kept putting them off. He gives each area of his life its own folder with a CLAUDE.md and a notes file, so the money stuff does not mix with the rest.
His charity food pantry needed a barcode scanner and stock checker but could not afford a paid system. He built one with AI in two days, and it now runs on a laptop in the pantry.
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.
His local school division released the raw answers to a touchy redistricting survey as one PDF of more than 3,000 pages, which nobody could realistically read. He used AI to write scripts that pulled the answers out and built a public web page where people can search the responses and filter them by keyword and by school.
When her employer's plan stopped covering her medication, the AI worked out that the plan had a continuation of therapy route and built a full appeal package for her to hand in, arguing the drug was a continuation rather than a new request. She filed it, and her doctor used the letter template it wrote.
This only partly worked. Worth knowing before you try it.
Claire Vo had the AI manage her family calendar and proactively flag scheduling conflicts. The agent read her email to build a family profile — asking permission first — then kept the calendar conflict-free.
Rachel D. Gainsbrugh (someone, ~3.5K followers, AI/systems creator) signed up for the AI on Sept 13, 2026, connected her calendar read-only, and typed six standing errand rules once — including a 7:05 AM daily calendar scan that flags overlapping meetings or ones falling inside a flight — then handed it two long-dodged errands (an appointment blocked by a flight, a subscription update).