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 a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.
$1,850
This only partly worked. Worth knowing before you try it.
Three family members, three nationalities, one move to Brazil. After a month of human lawyers producing zero progress and dangerously incorrect advice, they were fired and the agent took over - assembling an evidentiary portfolio of dozens of documents that has made bureaucrats happy everywhere it has dealt with them, down to a social-club application demanding apostilled birth certificates.
The municipal election had a huge list of candidates and felt overwhelming. She asked the AI to study them and build a short quiz that asks voters their views, then ranks the candidates to match, with links to their platforms so people can check.
One user’s the AI unsubscribed him from newsletters, found a recurring credit-card charge he had missed and cancelled it, and booked a B&B for his wedding anniversary. Three different errands, one agent, all completed.
Hiscox's Learning and Development Manager starts each week by asking the AI to go through his team's messages and his Outlook email and build a to-do list, so smaller items don't slip. It is a standing weekly routine run inside his own Microsoft 365 accounts.
Across the same two-week inbox-and-calendar test, the AI proactively flagged every one of the author's seven calendar double-bookings before the meetings occurred.
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.
Cat (green glasses, plaid shirt), preparing for an interview with limited time, introduced 'Brio' (pink abstract avatar) as her AI. Screen recordings of a messaging app show her asking Brio to block calendar time; Brio confirmed a 2:00-3:00pm block and offered to run through questions.
He is juggling several legal cases of his own, and his lawyers do not have time to answer him every day. The AI transcribes audio, organizes his evidence and writes the case summaries he hands to them. He calls it the best tool he has ever had, and says stopping would mean going back to doing all of that alone.