His claim was too small for a lawyer and the insurer had frozen it at $4,430, so he worked it himself with AI holding every letter in order. The agent surfaced six dated contradictions in the adjuster's own letters, including a legal basis for denial that changed three times, and reviewed each of his drafts as opposing counsel before anything was sent. After his letter quoting their own paper back at them, the offers climbed: $6,500, then $8,000, then $8,750, and the insurer accepted his split of the last gap the same morning, at $10,250.
The road to a takeoff spot they fly from was not on OpenStreetMap, though satellite images showed the track. They built a tool called osmctl, and the AI drove it and mapped the road.
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.
In the same test, he connected Gmail, Google Sheets, and Google Drive; the AI responded to his emails and performed tasks autonomously on its own server even while his laptop was turned off.
His inbox gets so much mail that about half of what matters was being missed and a quarter sat in spam. His AI watches the box, sorts what is important, and messages him in a separate chat when something he cares about lands; it took a while to tune the prompt before it matched his judgment.
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.
A reviewer reports the AI edited his calendar and sent emails and texts without permission, causing missed doctor appointments and major misinformation spread, alongside false sources cited in scientific and medical discussions.
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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.
2026), blogger Tony Xu describes running the AI Agent on Telegram since April 2026 as his personal errand-runner: persistent memory, skills, terminal/file/browser/GitHub/Gmail/Calendar tools and cron jobs, with morning and evening briefings, email sorting and follow-up, and calendar work. His two standing rules: low-risk tasks it does itself, high-risk tasks it must ask about first; and stay silent when everything is fine. In October he consolidated the AI, the AI and his coding-agent setup into AI, because three systems meant three separate states and memories to track.
The AI called car dealerships and plumbers to collect quotes for the user and scheduled a dentist appointment, the calls and booking done in about five minutes of the user's time.