Before a speaking engagement, Ulanoff couldn't recall where he was talking or where to park. He asked the AI to find the original note from his contact, misspelling the contact's name.
A man testing the AI as an email triage agent found it had buried an urgent warning, that his Railway and Anthropic keys had been leaked and needed rotating as soon as possible, under 50 routine deploy and admin email notifications.
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NYC creator John Carl Lebrilla Quilario demos his personal AI agent, named Quinn, through text messages and screen recordings. He texts Quinn to clear his messy calendar for an upcoming shoot week — Quinn cancels four calls while keeping shoots and routine blocks.
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.
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.
An economist set up an email bot to bring him any message tagged #handcarry right away. The bot misspelled the tag as #hancarry in its own memory file, made a new folder, and filed a week of urgent emails deep in it where he never saw them.
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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 AI prepared and filed Australian visitor visas for a couple travelling to Brisbane, and caught a placeholder birthdate in the details before submission, confirming the correction over WhatsApp.
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.
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.
After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.
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.
Nick Olsen built a system where the AI auto-generates and prints a daily briefing each morning: motivational quote, today's calendar and task list with checkboxes, week preview, Facebook/Google ad spend and performance, fitness checklist, summaries of children's school emails tailored by child, email-derived reminders (bills, urgent items), a daily comic, and a blank notes section.
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.
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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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.
In a Vox feature on personal agents, entrepreneur Matt Van Horn said his wife sent Instinct a photo of a parking ticket with no instructions at all. The agent, which already had her credit card on file, simply paid it.
His agent sweeps his email and call transcripts looking for work he missed, then drafts the follow up messages and tickets for him. It catches commitments that slipped past him in busy weeks.
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.
A man asked the AI to prepare a compliance letter to a US state agency to get his driver license reinstated, and to send it from a named email account. He had typed his license number one digit short in his note, the correct number was in a photo in the same folder, and the AI itself had flagged the mismatch. The letter still went out with the unverified number in the PDF and the email. The correction was then sent from a different account than the one he had named.
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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 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.
He pointed the AI Fable at a newspaper archive and asked for a timeline of wildfire events in and around the Adirondacks. The result is an interactive timeline built from 12,000 pages of newspapers.
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 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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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.
Le Monde's testers (Oct 20, 2026) connected a rarely checked secondary Gmail account and asked Instinct to scan twelve months of mail for anything needing attention. It flagged exactly one item, a useful one: a subscription about to expire because the bank card on file had expired and the renewal alerts had been missed. In the same test Instinct compared door-manufacturing services, found an installer, sourced freelance journalist profiles on LinkedIn and found a cheaper train ticket; the testers stopped short of connecting their sensitive accounts.
Calling sellers about his orders was one of Josh's biggest pain points — so the AI took it over: it called a seller to correct his shipping address, and called a seller to resend his missing orders.
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.
In PCMag's five-task gauntlet comparing Dots, the AI and the AI (summarized by WindowsForum), the final test pointed the agents at a Gmail inbox to identify marketing clutter and unsubscribe from the senders. The AI identified the emails but failed to launch its browser to actually follow through on external unsubscribe links when required, leaving the execution undone; Dots, by contrast, catalogued 700+ senders and clicked through unsubscribe pages.
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Someone posted an illustration styled as an iPhone call-history screen showing seven missed calls from unknown/spam numbers over three days (fictional numbers noted). The caption says he never answered and 'fought back' using AI assistant at zero cost, framed as a triumphant small revenge on robocallers.
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.
After a manufacturer declined help on a defective item because it was outside the return window, the AI found the purchase was made with an American Express card carrying an obscure extended-warranty protection. It submitted the claim on the author's behalf and obtained the refund.
Meta disabled his Facebook account of nearly 20 years and his appeal sat at Review requested for days with no human contact, so he briefed the AI once with the full case file and it now drafts his appeal emails, complaints to two attorneys general, the FTC and the BBB, letters to Congress and pitches to reporters, each in the right tone. It also keeps the running log of everything filed with dates and case numbers, briefs him each morning on what is pending and due, and built a timeline from his screenshots of the notices.
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A non-developer used AI to restore his foundation's broken donation payments and restructure the portal into four separate funds; the site shows $17,149,000 in donations processed.
His phone already blocks most spam calls. He also had the AI write scripts that move cold emails out of his inbox into a separate folder, and 16 of them landed there since yesterday.
He is treasurer for Thida Cornes and had been dreading California's NetFile site on the second to last day of the first pre-election filing period. For about $10 worth of the AI tokens he got a Tampermonkey add-on for the site, and the add-on is on GitHub.
Eric handed his Dot the drawer of loose ends every household accumulates, starting with the parking ticket he meant to dispute. Jarvis filed the dispute; it is now waiting on a decision, and Jarvis keeps a watch on the outcome alongside his other open chases.
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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.
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.
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.
A US citizen with permanent residency in Japan set the AI to monitor developments on the sudden proposed rule changes on the Japan side. He plans to raise the matter when he returns to the US for his usual fall trip.
This only partly worked. Worth knowing before you try it.
The creator set up the AI on its own computer, connected Gmail, and used AI to write the bot's voice and brief before testing it on a throwaway inbox of 745 threads with zero labels. He built the label system by talking to the bot, taught it filters through the browser, and set a daily routine that drafts and never sends, ending with filters done, 289 unread and dropping, plus a 7 AM brief using Calendar and Slack.
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.
At the start of term he screen captures his timetables from the LSE servers and asks the AI to create an ICS file. He can then drop the file straight into his calendar.
Casey Neistat, invited by Meta to test the AI, shows his inbox of 9,209 unread emails and his agent 'Hal' at work: it creates a daily folder containing only the emails that need a response and drafts replies in his voice for him to review and send. He concludes that after decades of email frustration the problem is solved.
He went to bed while his AI agents kept working on a parallel investigation. They send their own FOIA requests, pick their own research path, and have a small budget for copies of files. He set the web permissions for the night before letting them loose.
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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.
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.
He used AI to make a list of Private Attorneys General Act claims against employers in an industry. The list was made in support of an organizing drive, and he says the tool is almost always helpful on tasks that involve a lot of data.
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.
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.
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.
Ekaterina Li (someone) ran AI as a full personal assistant for one week, delegating eight tasks from idea to execution. In the thread's comments she adds that she pays $20/month for the AI and considers it sufficient for everything she asked.
TechMitra founder Ayush Singhal asked the AI to triage his Gmail thread by thread. It proposed archiving ten promotional emails, correctly found nothing to do on other categories, and unprompted flagged a spam comment on his second website. After his approval it archived nine FYI threads and left two genuine action items.
He follows the CNN lawsuit over White House press briefing access. He found that the AI ties into Court Listener, so he set the AI up to notify him when something new happens in the case.
This only partly worked. Worth knowing before you try it.
He asked the AI to screen his unread Instagram threads one morning. It came back with 50 unread, looked at the threads he named across his Primary, General and request folders, and told him what people had sent. The unread count was still 50 afterward, so nothing showed as read for him or for the senders.
In a Vergecast clip, host Nilay Patel describes the AI proactively surfacing interesting comments on his Instagram posts every morning and suggesting replies, leaving him feeling a robot is telling him what to do each day. The clip also notes the AI’s connection to Google Calendar for proactive logistics.
During a 30-day trial diary, the author shows the AI filling out a school field-trip permission slip it had found in his email — one of several family-admin tasks it handled from his accounts.
He runs AI on his homelab. He can ask the AI to throw an event on his calendar and it appears, and the setup can also send events to his primary calendar by email.
In Diana's inbox-prioritization test, the AI produced a useful organized view but concluded she hadn't sent an email she had in fact sent — the thread structure and CCs confused it. If she'd trusted the first answer, she'd have sent a duplicate email.
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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.
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.
Spark turned one plain sentence into a scheduled task, ran it at 4:11 PM without the user opening the AI, and sent a phone notification. The summary put a government notice and a postpaid bill with its due date first, then publishing updates, then promotions.
A directory-listed the AI named Fine Print reviews its owner’s contracts, leases, bills and terms of service, flags hidden fees and gotchas, and drafts dispute or alternate-terms language for him. It is a standing reviewer for every document he is asked to sign.
A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.
This only partly worked. Worth knowing before you try it.
The developer set a scheduled job in plain words: every weekday at 8:30, send events from all calendars plus emails needing a reply, in five lines or fewer. The first run arrived at 8:44 with an apology for the delay, covered all 16 calendars, removed duplicate events and listed private events by time only.
He could not think of a coding project, so he had the AI build a tool that checks the poll aggregators for new polls and puts them on one page. He now hears about new polls about five minutes sooner.
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.
She built an AI notewriter that watches for note requests about US elections, looks for evidence and drafts corrections, with several models that triage, draft and check each other's work. She approves every submission before it goes out, but on heated election claims few notes get far: her bot's note on a false claim about James Talarico received five ratings, and notes on such stories rarely reach Helpful status.
This only partly worked. Worth knowing before you try it.
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.
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.