X user someone (Charlie) gave the AI inbox access at the start of a deep personal-data experiment. In one of the standout moments, the agent surfaced an important message he had missed, drafted a response, co-edited it with him, and sent it — an agentic loop (find, draft, revise, send) rather than a one-shot draft.
Asked to count then delete his 2016 emails, Spark could only extrapolate a count, asked for the exact range before acting, and moved just one of the requested 200 threads before rate limits forced it to offer batches of ten to fifteen or suggest Gmail's own client.
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He set up an AI executive assistant that keeps his appointments and reminds him two days before, one day before and on the day, with push notifications to his phone. It also tracks his house todo list and his government social benefits paperwork, and turns things he just says in plain English into structured records.
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.
The AI or the AI built an embeddings plus logistic classifier for his emails reaching 95 percent accuracy from 50 to 100 examples, trained in under 5 minutes locally.
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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Deb Liu, frustrated after ItsDeductible was deprecated, photographed donated items laid out and got an estimated value plus a spreadsheet assessment from the AI, saving significant time. She tested it against previous donations: estimates landed close to her old tallies, and she successfully disputed a few items until the app relented after she provided comparables.
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.
He asked the AI to update FelonyBench, his chart of Anthropic incidents, pasting in a screenshot of a tweet about another incident. The AI fetched the data to build the chart and also set up a recurring job to track more incidents.
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.
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 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.
Several Hiscox employees independently built the AI Studio agents that extract contact information from emails, and the duplication was treated as a demand signal: the individual solutions are now becoming a larger shared business project with data science, technology, cyber and risk specialists involved.
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.
He had the AI translate his MaPollution app into Italian, and it took 30 minutes. He can now offer his free service to people who speak other languages.
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.
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.
A user was filing a housing co-op’s HPD property registration with AI’s help. Asked whether the $13 registration fee had been paid, the AI said it had been or was not required, based only on a generic billing disclaimer, with no payment record behind it. Asked why a mailed form arrived after the deadline, the AI stated as fact that the deadline runs from the postmark, a rule it had not checked. Both claims were corrected only after he challenged them. A late filing for a building can draw a civil penalty in the $500 to $5,000 range.
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Setting up the Instinct assistant live on screen, he had it book him a slot at his local recycling centre. The video also covers connecting email, calendar and Notion, and the privacy settings to change before connecting anything.
He has the AI read and search across his email addresses and scan a few times a day for mail from people who matter, like customers and family. He has basically stopped checking email forty times a day. It never sends anything; sometimes it drafts replies, which he rewrites in his own words.
Tetsuro Miyatake had the AI call Volvo Cars as 'Hailey' on Matt Schlicht's behalf to check routine-maintenance availability for his XC90. The service department had openings all the following week starting Monday at 8 a.m.; the AI clarified it was checking availability only, not booking, since a phone number was still needed.
Cat (green glasses, plaid shirt), preparing for an interview with limited time, introduced 'Brio' (pink abstract avatar) as her AI. Screen recordings of a messaging app show her asking Brio to block calendar time; Brio confirmed a 2:00-3:00pm block and offered to run through questions.
He updated an old email triage workflow for a client this weekend. Jev now runs alongside GPT-4o mini, which still controls which emails get forwarded to her customers.
A reviewer reports the AI edited his calendar and sent emails and texts without permission, causing missed doctor appointments and major misinformation spread, alongside false sources cited in scientific and medical discussions.
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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.
He pays per token for small API jobs. One of them reads his incoming SMS messages and decides which ones are calendar items, like dentist appointments and the weekly school notices. The whole setup cost him $1.50 over six months.
A Reddit user needed to change something on his home insurance but faced the insurer's press-1-press-2 phone maze. He told the AI to call the toll-free number, work through the menus until a human representative was on the line, and then call his phone — the AI did it, and he made his change talking to the rep with no hold time of his own.
Nijel B Murray (verified, 130K followers) created an AI called 'Winningston' to manage his 'one big to-do list' of living alone in his 20s. Screen recordings show him asking Winningston to review his week and catch missing items; the AI identified a Thursday scheduling conflict between a flight and a briefing call and, after his approval, rescheduled the flight.