The AI filled out his car insurance application and asked him what it could not answer
The AI filled out his car insurance application for him. Where an answer was not in what it knew, it stopped and asked him instead of guessing.
A random mix from the whole library. Shuffle for a new set.
The AI filled out his car insurance application for him. Where an answer was not in what it knew, it stopped and asked him instead of guessing.
Shervin Shaikh asked the AI in chat to find any NYC parking tickets under his name and pay them; after he supplied his licence plate, the AI found a $115 'No Standing' ticket in Brooklyn, now $145 with penalties. The first CityPay attempt failed on a billing-address mismatch, but the retry succeeded: $147.90 paid via Stripe Link, confirmed on screen.
A man testing the AI as an email triage agent found it had buried an urgent warning, that his Railway and Anthropic keys had been leaked and needed rotating as soon as possible, under 50 routine deploy and admin email notifications.
Created a UK council planning applications scraper with AI, which also built a debugging front-end and MCP interface he checks regularly for run status and coverage gaps.
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.
He needed to know if a library near him had outlets. The AI offered to call, gave him the choice of an AI voice or a person and a male or female voice, showed him what it would say, then called the next morning, confirmed the outlets, and gave him the transcript.
Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
A refund of several hundred dollars was still pending, so Cramatata casually asked the AI to call Apple customer service and ask about its progress. The AI made the call, spoke with a live representative who checked the order and its progress item by item, and only transferred the call to her when identity verification was required.
A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.
Agency owner Rui Fu (someone, 253K followers) demonstrates the daily system he shows for the AI: an 8 AM scan of the last 24 hours of Instagram DMs, categorised into brand partnerships, collaboration requests, fan messages and spam so he wakes up to only the important ones. The tutorial also shows an auto-reply rule for guide inquiries and offers his prompt guide in exchange for comments.
Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.