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.
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.
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.
He runs his email agent on a 2018 computer he already owned. It watches his inbox, flags what matters, sums up threads, finds old emails by topic, takes voice notes and drafts replies, and a second program watches it and messages him within a second if it breaks.
This only partly worked. Worth knowing before you try it.
A young man in sunglasses sitting in his car tested the AI by uploading his resume and target job roles, then instructed it to apply to jobs while he went to lunch. Screen recordings showed multiple browser tasks running and a notification confirming an application submitted to 'ioTech Solutions.' The AI asked for information once for the first application, then reused it — resulting in 50 applications submitted while he was idle.
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.
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.
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.
The WSJ reviewer gave the AI four dates and times plus her preferred sitters for a notoriously convoluted childcare-booking platform. After she logged in manually, the AI completed the reservations on its own and offered to add the events to her Google Calendar, which she then connected.
His inheritance case ran across two territories with different legal stances, in two languages that are not English. Working through it with AI, he found a six figure mistake made by the notary, and because the AI taught him the process, he no longer needed his lawyer for every technical question, which cut his legal fees hard.
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.
She downloaded the AI a week after her dad died. Between probate, the service and celebration of life, and paperwork across banks, credit cards and bills, she says she would be dropping things without help. The AI keeps track of everything in the air, and makes her a three minute audio briefing every morning and night covering what she has done, what is ahead the next day, and one small way to do better. She listens while brushing her teeth and says she sleeps better.
This only partly worked. Worth knowing before you try it.
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.
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.
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.
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.
This only partly worked. Worth knowing before you try 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.
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.
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.
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 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.
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.
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.
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.
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.
This one went wrong. See what happened before you try it.
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.
Creator MR. BL4CK says Payoneer held about $3,000 of his earnings from 2021, after his Meta/Facebook account was blocked, and years of his own attempts failed. Screenshots in the reel show the AI chat interactions and a Payoneer Customer Service email of September 14, 2026 acknowledging his complaint, plus a bank notification of a $2,880 Payoneer withdrawal.
He helped his brother with the website of Ichtus Vlaanderen, an NGO he used to work for. Using the AI through the WordPress.com MCP connector, he fixed design problems like a messy photo section and buttons that were too big.
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.