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.
Jack created a recurring daily website-check goal by chat in about a minute, then deleted it by chat. The Goals tab itself was slow to load (once 25 seconds, once stuck on placeholders).
Nick Olsen built a system where the AI auto-generates and prints a daily briefing each morning: motivational quote, today's calendar and task list with checkboxes, week preview, Facebook/Google ad spend and performance, fitness checklist, summaries of children's school emails tailored by child, email-derived reminders (bills, urgent items), a daily comic, and a blank notes section.
Several Hiscox employees independently built the AI Studio agents that extract contact information from emails, and the duplication was treated as a demand signal: the individual solutions are now becoming a larger shared business project with data science, technology, cyber and risk specialists involved.
In two weeks of real inbox-and-calendar work, The AI Crux had the AI book three conference rooms. Calendar work was functional but conservative: it refused anything outside 9-to-5 local without an explicit override, which the reviewer framed as a guardrail more than intelligence.
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.
He had the AI translate his MaPollution app into Italian, and it took 30 minutes. He can now offer his free service to people who speak other languages.
Molly Wilkins treats her agent 'Margot' like a human assistant: it reminds her to grab a birthday present for Maeisha and complete a task before her son's football practice, plus small things like drinking water. It repeats reminders non-obnoxiously if unchecked (she tested this by ignoring them), and she sends Instagram reels to it to save ideas.
Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
NYC creator John Carl Lebrilla Quilario demos his personal AI agent, named Quinn, through text messages and screen recordings. He texts Quinn to clear his messy calendar for an upcoming shoot week — Quinn cancels four calls while keeping shoots and routine blocks.
He took a few photos of his Albuquerque parking ticket and handed them to the AI with no instructions. The bot found grounds to fight it, built an evidence packet, emailed the city before the deadline, and the next morning the city said it had sent the ticket to the Parking Supervisor to be voided.
This only partly worked. Worth knowing before you try it.
The same setup reads his incoming email and texts, builds his weekly to do list, sends him a digest every morning with the list and any scheduling clashes he might miss, and adds events to the family calendar on its own. A spreadsheet of every house appliance and its service schedule feeds the list, and it drafts the messages to repair firms for him to send.
A man built a service so his own agents can send physical mail. He has used it to submit credit card disputes, credit bureau disputes and a gym cancellation, the letters people put off because they mean printing, envelopes and a post office trip.
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.
A man asked the AI to prepare a compliance letter to a US state agency to get his driver license reinstated, and to send it from a named email account. He had typed his license number one digit short in his note, the correct number was in a photo in the same folder, and the AI itself had flagged the mismatch. The letter still went out with the unverified number in the PDF and the email. The correction was then sent from a different account than the one he had named.
This one went wrong. See what happened before you try it.
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.
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.
The same Cowork setup checks his father's email for work orders and schedules his father's meetings automatically. He turned off data sharing with AI for this, so the mail is not saved anywhere else.
Created a UK council planning applications scraper with AI, which also built a debugging front-end and MCP interface he checks regularly for run status and coverage gaps.