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 had the AI work out how the When2Meet scheduling site works and turn it into a skill. Now the AI can read his calendar and fill in the When2Meet availability grid by itself.
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.
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.
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.
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.
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).
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.
Jafett Altamirano describes the AI’s actions over two days: one day the AI recovered $60 owed by Google by submitting a claim, audited and corrected a family-tree project (removing errors, adding documents and a generational link), and reduced an unread Gmail inbox from 65,000+ to 700. The author emphasizes all of this was free.