Life admin

An LLM cracked a city permit API and pulled out thousands of records

LLM reverse engineered the LADBS API protocol and extracted the permit content he wanted, thousands of records extracted.

'Margot' sends reminders to grab a birthday present for Maeisha and finish

Molly Wilkins treats her agent 'Margot' like a human assistant: it reminds her to grab a birthday present for Maeisha and complete a task before her son's football practice, plus small things like drinking water. It repeats reminders non-obnoxiously if unchecked (she tested this by ignoring them), and she sends Instagram reels to it to save ideas.

Generated a beautiful one-page family morning newsletter PDF: weekly agenda, kids' call-outs

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.

File our Australian visitor visas and catch a placeholder birthdate

The AI prepared and filed Australian visitor visas for a couple travelling to Brisbane, and caught a placeholder birthdate in the details before submission, confirming the correction over WhatsApp.

I used AI to build and file my own court complaint

She says she used AI, cross-checked by two more AIs, to put together a legal complaint and file it herself, without a lawyer.

He runs his dad's work orders and meeting scheduling out of his dad's inbox

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.

Has the AI responding to his emails and running tasks autonomously on its

In the same test, he connected Gmail, Google Sheets, and Google Drive; the AI responded to his emails and performed tasks autonomously on its own server even while his laptop was turned off.

Added an event to his calendar

His AI watches his flooded inbox and pings him only about mail that matters

His inbox gets so much mail that about half of what matters was being missed and a quarter sat in spam. His AI watches the box, sorts what is important, and messages him in a separate chat when something he cares about lands; it took a while to tune the prompt before it matched his judgment.

A 20 page report the AI wrote got his stolen motorcycle claim paid in full

After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.