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 PCMag's five-task gauntlet comparing Dots, the AI and the AI (summarized by WindowsForum), the final test pointed the agents at a Gmail inbox to identify marketing clutter and unsubscribe from the senders. The AI identified the emails but failed to launch its browser to actually follow through on external unsubscribe links when required, leaving the execution undone; Dots, by contrast, catalogued 700+ senders and clicked through unsubscribe pages.
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The AI sent a notification that it had spotted an email from TripIt, the vacation-planning app Ulanoff uses, about a password change he had forgotten making. The agent wanted to make sure he'd seen the email verifying it was him.
Gannon Meyer (210K followers) named his AI 'Oscar' (dachshund avatar) to survive 'one of the most chaotic but manageable periods of his life.' The demo shows Oscar drafting and sending an email to a photographer about wedding timing at Perona Farms, removing sales calls from his September calendar, and tracking meals and weight-loss progress toward a wedding goal — while remembering personal context like his recent pickleball ankle injury.
His agent reads his email, including PDF attachments, finds the dates and appointments inside, and adds them to his calendar with a check for duplicates. With two kids at different schools sending home a stream of letters, he calls it a big time saver.
He connected his Gmail to an AI task that watched every new email and was only allowed to interrupt him when a message needed action or came from family, with a draft reply ready. All afternoon it alerted him three times, for a bank message, a family email he answered from its draft, and a ticket itinerary change he needed to act on.
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.
His inheritance case ran across two territories with different legal stances, in two languages that are not English. Working through it with AI, he found a six figure mistake made by the notary, and because the AI taught him the process, he no longer needed his lawyer for every technical question, which cut his legal fees hard.
Volunteered and built a cartography data pipeline with coding agents for an educator, integrating sources updated every few minutes so new maps appear within about 5 minutes on a low-powered machine.