G Schwartz had the AI list and sell his Yeat Central Park concert tickets on StubHub, with the agent handling the listing through credentials found in email. The tickets sold.
Stuck in Manhattan with three hours after a drop-off, Eric planned aloud with Jarvis while driving: they weighed a museum, galleries and an observation deck against the mood he wanted, and Jarvis produced a Chelsea gallery walking route. At the end of the call he told it to put the plan in his calendar, and it did.
The Hawaii travel account describes testing the AI for an upcoming trip: a personalized agent named Mele monitors airfare against a baseline and checks official travel conditions across the six major Hawaiian islands on a schedule, notifying only on meaningful price changes or visitor-affecting updates. The post carries a paid partnership disclosure.
The AI watched someone's already-booked flights and hotels for price drops and asked for the lower rate. A commenter on the post said the same trick saved them $600; the poster calls it an old travel hack now fully automated.
Creator Elona Karafin documented the AI running her Mexico City trip live: confirming her flight and lounge access, sending proactive reminders, and adapting plans as conditions changed. It built a walking-tour route, read a menu photo to recommend dishes, and offered to move lunch indoors when rain threatened.
Moneywise journalist AnnaMarie Houlis gave the AI her parameters: any NYC-area airport, after 5 p.m. on Oct. 26, carry-on only. The AI returned a reasoned lineup: its pick, a $595 Turkish Airlines flight from JFK (8:40 p.m., 14h45m); the cheapest, a $462 Royal Air Maroc with a 33-hour Casablanca layover; and the fastest, a $725 Air France from Newark (10h45m). She kept the research but booked herself, unwilling to share card details after reported the AI security vulnerabilities.
This only partly worked. Worth knowing before you try it.
A presenter showed his AI 'Finch' planning a full Santorini trip for Oct 12–19 for him and his wife while his phone was face-down — returning flights, hotel, and rental car at a best-value total of $6,695, with AI asking for approval before booking.
Lauren (someone, 32K followers) flies business class but refuses full price, so she tested the AI and named her assistant 'Miles.' On-screen chat showed Miles quoting a ~$3,750 baseline and confirming it would monitor for three months; statuses cycled through 'Tracking fares' and 'Searching fares.' Later a phone notification showed Miles's 'Good morning!' briefing listing five Icelandair fares under $2k from SEA and SFO to Rome. B-roll showed her on a business-class flight.
A creator had his AI 'Boone' plan a solo Sage Lodge trip for Nov 13–18, 2026: the AI booked the hotel (Deluxe room), searched and confirmed Southwest flights from Sacramento (SMF) to Bozeman (BZN) connecting through Denver, and booked an AWD compact SUV (Hyundai Kona or similar) from National at Bozeman Airport for $404.08. He notes the process took ~47 minutes because he was learning the tool.