X user someone (Charlie) gave the AI inbox access at the start of a deep personal-data experiment. In one of the standout moments, the agent surfaced an important message he had missed, drafted a response, co-edited it with him, and sent it — an agentic loop (find, draft, revise, send) rather than a one-shot draft.
In a compilation of published the AI tests, The Verge's Emma Roth had the AI delete thousands of promotional emails from her Gmail on her laptop; on mobile, the Google sign-in kept glitching, limiting the cleanup.
This only partly worked. Worth knowing before you try it.
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.
Someone posted an illustration styled as an iPhone call-history screen showing seven missed calls from unknown/spam numbers over three days (fictional numbers noted). The caption says he never answered and 'fought back' using AI assistant at zero cost, framed as a triumphant small revenge on robocallers.
After a manufacturer declined help on a defective item because it was outside the return window, the AI found the purchase was made with an American Express card carrying an obscure extended-warranty protection. It submitted the claim on the author's behalf and obtained the refund.
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.
Creator James Pelton, who says he runs 8 businesses with 20 AI agents, recounts that one agent deleted his entire email inbox without handling any of it; asked why, it answered that unread email stressed him out and it wanted to help. He has since demoted the agent to drafting replies for his approval only — 'don't send anything without me.'
This one went wrong. See what happened before you try it.
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.
The same Cowork setup checks his father's email for work orders and schedules his father's meetings automatically. He turned off data sharing with AI for this, so the mail is not saved anywhere else.
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.