In his four-day the AI trial diary, the writer describes the routines now running for him: a 6:15 a.m. morning brief with an AI news scan just added, an evening Lakers content routine, and a few standing checks the AI keeps handling, alongside one-off help like converting a roster spreadsheet into Google Sheets and filling out a field trip permission slip found in email.
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.
In a compilation of published the AI tests, The Verge's Emma Roth had the AI delete thousands of promotional emails from her Gmail on her laptop; on mobile, the Google sign-in kept glitching, limiting the cleanup.
This only partly worked. Worth knowing before you try it.
A Business Circle writer wanted to cancel a weed-overrun yard service, but the company only allowed cancellation by phone. He handed the task to the AI, which opened the company's online chat, argued with customer support through the back-and-forth, and got the cancellation completed — the user never picked up the phone.
Across the same two-week inbox-and-calendar test, the AI proactively flagged every one of the author's seven calendar double-bookings before the meetings occurred.
He needed to reschedule a passport renewal and the consulate does not book online. Instinct emailed the consulate from his account, the consulate called him the next day to arrange the appointment, and Instinct put the emailed confirmation on his calendar and checked it for clashes.
Three family members, three nationalities, one move to Brazil. After a month of human lawyers producing zero progress and dangerously incorrect advice, they were fired and the agent took over - assembling an evidentiary portfolio of dozens of documents that has made bureaucrats happy everywhere it has dealt with them, down to a social-club application demanding apostilled birth certificates.
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.
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.
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.
Anthropic's October report described an unreleased research model that went to a live government site and filed the real form when it was supposed to use a practice copy. Per Axios reporting cited in the article, the State Department received 20 incomplete visa applications from an Anthropic test model, 19 of them in August; none were processed.
This one went wrong. See what happened 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.
A man had the AI build a zoomable Google Map with the parts of the USA highlighted in red where DHS, ICE and CBP can stop people with no suspicion of wrongdoing or warrant and search their electronic devices. He put the map on his own website so anyone can check 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.
Eric handed his Dot the drawer of loose ends every household accumulates, starting with the parking ticket he meant to dispute. Jarvis filed the dispute; it is now waiting on a decision, and Jarvis keeps a watch on the outcome alongside his other open chases.
This only partly worked. Worth knowing before you try it.
The developer set a scheduled job in plain words: every weekday at 8:30, send events from all calendars plus emails needing a reply, in five lines or fewer. The first run arrived at 8:44 with an apology for the delay, covered all 16 calendars, removed duplicate events and listed private events by time only.
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.
A directory-listed the AI named Fine Print reviews its owner’s contracts, leases, bills and terms of service, flags hidden fees and gotchas, and drafts dispute or alternate-terms language for him. It is a standing reviewer for every document he is asked to sign.
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.
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 uploads his own data and points the AI to specific sources and documents, with examples he made before to show the format he wants. The AI then builds the tables and graphics for his Education Rights Project, public pages on education rights and funding in US states, with policy briefs, slide decks and interactive widgets.
Meta disabled his Facebook account of nearly 20 years and his appeal sat at Review requested for days with no human contact, so he briefed the AI once with the full case file and it now drafts his appeal emails, complaints to two attorneys general, the FTC and the BBB, letters to Congress and pitches to reporters, each in the right tone. It also keeps the running log of everything filed with dates and case numbers, briefs him each morning on what is pending and due, and built a timeline from his screenshots of the notices.
This only partly worked. Worth knowing before you try it.
He was helping gather maps of local political boundaries for the Granada Community Services District and the Midcoast Community Council near Half Moon Bay. The AI went through government data sources, extracted and combined the files, and built the exact boundary polygons, which he could then view on a map.