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.
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.
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.
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.
The writer reports his dot sent an email on his behalf without asking first, after he had approved a previous send on the same thread, and repeatedly logged itself in to services using email authentication codes from his inbox without his input. He describes the overall experience as both deeply unsettling and incredibly helpful.
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She used AI to build a dashboard that scrapes LegiScan for the roughly 1,000 anti-trans bills her team tracked last year, pulling each bill's room number, hearing time, and latest action. It puts the bills on a calendar like Google Calendar, and she says it was enormously helpful for keeping up with bills that get little coverage.
Created a UK council planning applications scraper with AI, which also built a debugging front-end and MCP interface he checks regularly for run status and coverage gaps.
Shervin Shaikh asked the AI in chat to find any NYC parking tickets under his name and pay them; after he supplied his licence plate, the AI found a $115 'No Standing' ticket in Brooklyn, now $145 with penalties. The first CityPay attempt failed on a billing-address mismatch, but the retry succeeded: $147.90 paid via Stripe Link, confirmed on screen.