The author describes using AI to resolve a six-month-old travel medical insurance claim with Cigna. The AI called the insurer, was transparent about being an AI, conducted the call politely (impressing the representative), and — because final consent was required — called the author's phone and connected the parties so he could approve verbally.
Outside code, his biggest win is boring paperwork. The AI filed his reserve duty refunds, sorted out his national insurance payments and did his flight check-ins, working in his own logged in Chrome. Each job is about ten minutes of work, which is exactly why he kept putting them off. He gives each area of his life its own folder with a CLAUDE.md and a notes file, so the money stuff does not mix with the rest.
His phone already blocks most spam calls. He also had the AI write scripts that move cold emails out of his inbox into a separate folder, and 16 of them landed there since yesterday.
Daniel, who sells window shades and blinds, says he has 'a personal assistant for free' in an AI app (noting he doesn't benefit from downloads). Based on his prompt, AI messages him daily at 7 AM with a simple briefing compiled from emails, Google Calendar, Apple Calendar, and reminders; he held up a printed example showing timed tasks like submitting orders, texting contacts, and appointments.
She was using AI to archive legislative material when it flagged a serious vulnerability in a state legislature's website. She had to stop and report it.
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.
He had the AI collect his will and trust documents and check them against state statutes. The review found missing signatures, an illegal clause, and outdated law references, and he fired his attorney the same day.
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.
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.
The AI called car dealerships and plumbers to collect quotes for the user and scheduled a dentist appointment, the calls and booking done in about five minutes of the user's time.