Tech journalist Lance Ulanoff connected his personal Gmail to his AI 'Charlie' and asked it to check for anything pressing he had missed. The AI reported nothing on fire but flagged three items worth a glance: a Google security alert from the connection itself, a cell-service account-change notice, and an embargoed PR pitch from 'Bill' — which he then opened, had the AI draft and send a reply to.
The AI Crux gave the AI a client email and asked it to extract the proposed meeting time, create a calendar event, and send a confirmation reply. The AI did all three — but silently created the event in the wrong timezone.
This only partly worked. Worth knowing before you try it.
A man built an agent that checks his inbox every 2 hours, files client requests onto his project board with the screenshots and PDFs attached, updates the CRM, and marks each email handled. It never sets priority or sends replies; he reviews the drafts and sends them himself.
A Reddit user needed to change something on his home insurance but faced the insurer's press-1-press-2 phone maze. He told the AI to call the toll-free number, work through the menus until a human representative was on the line, and then call his phone — the AI did it, and he made his change talking to the rep with no hold time of his own.
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.
The road to a takeoff spot they fly from was not on OpenStreetMap, though satellite images showed the track. They built a tool called osmctl, and the AI drove it and mapped the road.
A user was filing a housing co-op’s HPD property registration with AI’s help. Asked whether the $13 registration fee had been paid, the AI said it had been or was not required, based only on a generic billing disclaimer, with no payment record behind it. Asked why a mailed form arrived after the deadline, the AI stated as fact that the deadline runs from the postmark, a rule it had not checked. Both claims were corrected only after he challenged them. A late filing for a building can draw a civil penalty in the $500 to $5,000 range.
This one went wrong. See what happened before you try it.
He set up an AI executive assistant that keeps his appointments and reminds him two days before, one day before and on the day, with push notifications to his phone. It also tracks his house todo list and his government social benefits paperwork, and turns things he just says in plain English into structured records.
In a Vox feature on personal agents, entrepreneur Matt Van Horn said his wife sent Instinct a photo of a parking ticket with no instructions at all. The agent, which already had her credit card on file, simply paid it.