A random mix from the whole library. Shuffle for a new set.
Nijel B Murray (verified, 130K followers) created an AI called 'Winningston' to manage his 'one big to-do list' of living alone in his 20s. Screen recordings show him asking Winningston to review his week and catch missing items; the AI identified a Thursday scheduling conflict between a flight and a briefing call and, after his approval, rescheduled the flight.
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 AI’s tools produced printable booth artifacts for a nonprofit he advises; in about 30 minutes he had a professional PDF uploaded to FedEx Kinkos for printing.
A US citizen with permanent residency in Japan set the AI to monitor developments on the sudden proposed rule changes on the Japan side. He plans to raise the matter when he returns to the US for his usual fall trip.
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.
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.
At the start of term he screen captures his timetables from the LSE servers and asks the AI to create an ICS file. He can then drop the file straight into his calendar.
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.
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.
Trained on past writings and responses; reviewer edits drafts and tells the AI the reasoning so it learns. Drafts only - never sends autonomously.
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.