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 creator set up the AI on its own computer, connected Gmail, and used AI to write the bot's voice and brief before testing it on a throwaway inbox of 745 threads with zero labels. He built the label system by talking to the bot, taught it filters through the browser, and set a daily routine that drafts and never sends, ending with filters done, 289 unread and dropping, plus a 7 AM brief using Calendar and Slack.
He is treasurer for a nonprofit food co-op. He gave the AI the co-op's financial statements, some notes on what he wanted to explain, and the logos, and 20 minutes later he had a ten slide deck and separate printouts for the annual meeting.
Without being asked, Harry McCracken's Dot began flagging incoming messages it judged urgent or important in an inbox flooded with PR pitches. It also resurfaced an email from a freelance author that he had overlooked for weeks and nudged him to respond.
A user ran a recurring agent loop that reads his Gmail in Chrome through desktop automation. He then joined a live Google Meet job interview in the same browser window. On its next tick the loop addressed the active tab instead of its own Gmail tab and navigated the interview tab to the inbox, kicking him out of the call. Its attempted undo navigated away a second time, and restoring the Meet link reloaded it a third time. Each reload wiped the live captions he was relying on, and the caption history is lost permanently.
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A father's son grew his hair since Covid and cut it to donate to a charity that makes wigs for children with cancer. The father kept putting off making a poster, then gave the AI a couple of photos and a video link and it built the poster while he worked. His boss put it up, workmates pledged enough to fund the wig, 250 pounds. Later, from the car, he voice prompted the AI to remake the poster in his son's words for the boy's school, and forwarded it on WhatsApp when they arrived.
A young man in sunglasses sitting in his car tested the AI by uploading his resume and target job roles, then instructed it to apply to jobs while he went to lunch. Screen recordings showed multiple browser tasks running and a notification confirming an application submitted to 'ioTech Solutions.' The AI asked for information once for the first application, then reused it — resulting in 50 applications submitted while he was idle.
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.