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.
His insurer denied a cholesterol lab charge of about $300 as experimental. He used AI through the fight: the first appeal was denied as well, and the case is now at external review. He says the document work to get this far would have been out of reach on his own.
$300one time
This only partly worked. Worth knowing before you try it.
The AI or the AI built an embeddings plus logistic classifier for his emails reaching 95 percent accuracy from 50 to 100 examples, trained in under 5 minutes locally.
He pays per token for small API jobs. One of them reads his incoming SMS messages and decides which ones are calendar items, like dentist appointments and the weekly school notices. The whole setup cost him $1.50 over six months.
Juan Lombana (verified, 670K followers), reviewing the AI in Spanish, demonstrated two capabilities via screen recordings: a personal-assistant goal tracker (college move-in, golf tee times, movie tickets, trip planning, school-supply shopping, IMAX booking) and WhatsApp integration — forwarding a cinema-ticket screenshot, from which the AI extracted the details, added them to his calendar, and scheduled the event. He compared its assistant-like proactivity favorably to the AI.
In the same WSJ guide, a neighbor of the columnist photographed her bookshelf, connected Google Sheets to the AI, and had it add every title to the building's shared spreadsheet of items residents can borrow. The columnist then did the same with her own shelf.
He follows the CNN lawsuit over White House press briefing access. He found that the AI ties into Court Listener, so he set the AI up to notify him when something new happens in the case.
This only partly worked. Worth knowing before you try it.
Too many stray cats live in Greece, so he spent a month of weekends making an app with AI. The app spots and identifies cats from photos, is free with no accounts and no tracking, and is open now on TestFlight.
Ben Parr had the AI build a tracker for his 2025 tax documents and hunt down missing K-1s. The agent organized the paperwork and chased the missing forms.
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.