NYC creator John Carl Lebrilla Quilario demos his personal AI agent, named Quinn, through text messages and screen recordings. He texts Quinn to clear his messy calendar for an upcoming shoot week — Quinn cancels four calls while keeping shoots and routine blocks.
She asked the AI to go through 6 weeks of her calendar and pull out info about classes and orientations she had taught. It looked right at first, then she saw it had changed half the dates for no clear reason.
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The author describes using AI to resolve a six-month-old travel medical insurance claim with Cigna. The AI called the insurer, was transparent about being an AI, conducted the call politely (impressing the representative), and — because final consent was required — called the author's phone and connected the parties so he could approve verbally.
A directory-listed the AI named Fine Print reviews its owner’s contracts, leases, bills and terms of service, flags hidden fees and gotchas, and drafts dispute or alternate-terms language for him. It is a standing reviewer for every document he is asked to sign.
Peter Yang ran a learn how I write skill in an AI app Duet. It read 33 of his sent emails, 89 Slack messages, 47 DMs and 11 docs, then saved a writing guide as a skill that Duet now uses to draft his email replies in his own style for him to check before sending.
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 Diana's inbox-prioritization test, the AI produced a useful organized view but concluded she hadn't sent an email she had in fact sent — the thread structure and CCs confused it. If she'd trusted the first answer, she'd have sent a duplicate email.
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Juan Lombana (verified, 670K followers), reviewing the AI in Spanish, demonstrated two capabilities via screen recordings: a personal-assistant goal tracker (college move-in, golf tee times, movie tickets, trip planning, school-supply shopping, IMAX booking) and WhatsApp integration — forwarding a cinema-ticket screenshot, from which the AI extracted the details, added them to his calendar, and scheduled the event. He compared its assistant-like proactivity favorably to the AI.
Liberty RPF's author tested the AI heavily himself after it launched in Canada, but his wife's onboarding was the telling detail: delighted by the mascot, she renamed it, changed its color, and asked it to review her email inbox daily — her first real agent job.