A father's son grew his hair since Covid and cut it to donate to a charity that makes wigs for children with cancer. The father kept putting off making a poster, then gave the AI a couple of photos and a video link and it built the poster while he worked. His boss put it up, workmates pledged enough to fund the wig, 250 pounds. Later, from the car, he voice prompted the AI to remake the poster in his son's words for the boy's school, and forwarded it on WhatsApp when they arrived.
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 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.
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.
This only partly worked. Worth knowing before you try it.
He uploads his own data and points the AI to specific sources and documents, with examples he made before to show the format he wants. The AI then builds the tables and graphics for his Education Rights Project, public pages on education rights and funding in US states, with policy briefs, slide decks and interactive widgets.
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.
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.
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.
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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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.
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.
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.
This only partly worked. Worth knowing before you try it.
Jack created a recurring daily website-check goal by chat in about a minute, then deleted it by chat. The Goals tab itself was slow to load (once 25 seconds, once stuck on placeholders).
Around Elmira and Corning, New York, event listings were scattered across library systems, a brewery site, a school app, chamber newsletters and Facebook, so people found out about things the day after. He had the AI build one page that checks 101 sources across three New York counties and part of northern Pennsylvania: 1,855 listings over the next 90 days, 1,767 events after duplicates are merged, about 250 in any week, at 159 venues. A cron job reruns it every six hours on cheap shared hosting, about 8,300 lines of PHP, and cancellations mostly handle themselves because an event disappears when its source stops listing it.
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.
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.
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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