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ON BUILDING · NOV 2026

If my personal AI agent were a human assistant, I'd give them a big raise

Risograph illustration of a woman in a plum jumper and her son in a teal hoodie at a big aquarium window watching a manta ray, while she taps a phone showing a message thread, with dotted lines running to a train, a knife and fork and a slice of pizza.

Last month my son and I took the train to Lisbon so he could renew his U.S. and Swiss passports. We had two embassy appointments, one free afternoon and a lot of logistics: trains, buses, lunch, luggage and something fun to do. I wanted to see how far Instinct, the personal agent that lives in my WhatsApp, could take that load.

A few weeks earlier I wrote about Instinct asking for my children's passport details, and a privacy policy that didn't back up what it told me. So I set firm limits. It gets no personal information and no access to my email or documents. It does get my Airbnb account and a card that only works on Airbnb, with a low limit I watch closely.

Within those limits it did a lot. It found three apartments near the U.S. Embassy, the same three I would have picked, booked the top one when I said yes and messaged the host. The day before we left it sent me the check-in instructions on WhatsApp, which I would otherwise have missed. Then it built us a full trip briefing: every walk with a map link, which bus and train to take, aquarium tickets and the lunch menu so we could choose on the train.

In Lisbon, every question became a voice note or a photo. When I couldn't work out which local train to take, I sent a picture of the departures board and had the train, platform and time back in seconds. What that gave me was time with my son, at the aquarium instead of on a platform trying to decode the timetable.

I still made every decision. I've never had an assistant, and if a person had handed me a briefing half this good, I'd have been thrilled. That's why I'd give them a raise.

Read the full post

This is the short version. The full post walks through the trip step by step, what the briefing covered (including how to pay for transport and the child ticket rates), why I booked the train myself, and where I still draw the line on what a personal agent can see.

Read the full post on Substack →

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