Outside code, his biggest win is boring paperwork. The AI filed his reserve duty refunds, sorted out his national insurance payments and did his flight check-ins, working in his own logged in Chrome. Each job is about ten minutes of work, which is exactly why he kept putting them off. He gives each area of his life its own folder with a CLAUDE.md and a notes file, so the money stuff does not mix with the rest.
A man built a service so his own agents can send physical mail. He has used it to submit credit card disputes, credit bureau disputes and a gym cancellation, the letters people put off because they mean printing, envelopes and a post office trip.
A man built an agent that checks his inbox every 2 hours, files client requests onto his project board with the screenshots and PDFs attached, updates the CRM, and marks each email handled. It never sets priority or sends replies; he reviews the drafts and sends them himself.
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.
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.
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.
This one went wrong. See what happened before you try it.
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.
He pays per token for small API jobs. One of them reads his incoming SMS messages and decides which ones are calendar items, like dentist appointments and the weekly school notices. The whole setup cost him $1.50 over six months.
Ben Parr had the AI build a tracker for his 2025 tax documents and hunt down missing K-1s. The agent organized the paperwork and chased the missing forms.
Tech journalist Lance Ulanoff connected his personal Gmail to his AI 'Charlie' and asked it to check for anything pressing he had missed. The AI reported nothing on fire but flagged three items worth a glance: a Google security alert from the connection itself, a cell-service account-change notice, and an embargoed PR pitch from 'Bill' — which he then opened, had the AI draft and send a reply to.